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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2)transporters (2) Show 4 proteins XML

enzymes (2)transporters (2) Show 4 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:54 UTC

HMDB ID

HMDB0015205

Secondary Accession Numbers

HMDB15205

Metabolite Identification

Common Name

Atazanavir

Description

Atazanavir (formerly known as BMS-232632) is an antiretroviral drug of the protease inhibitor (PI) class. Like other antiretrovirals, it is used to treat infection of human immunodeficiency virus (HIV). Atazanavir is distinguished from other PIs in that it can be given once-daily (rather than requiring multiple doses per day) and has lesser effects on the patient's lipid profile (the amounts of cholesterol and other fatty substances in the blood). Like other protease inhibitors, it is used only in combination with other HIV medications. The U.S. Food and Drug Administration (FDA) approved atazanavir on June 20, 2003. [Wikipedia ]

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

1072
  Mrv0541 02231215132D          

 51 53  0  0  1  0            999 V2000
    5.2224   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.7126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -4.1251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.4751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -4.1251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.4751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -2.8876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    3.7126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0791   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2224   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0804   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -2.4751    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5080    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4929   -2.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6679   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -4.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -4.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    4.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    4.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    4.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 17  1  1  6  0  0  0
  2 22  2  0  0  0  0
  3 26  2  0  0  0  0
  4 33  1  0  0  0  0
  4 45  1  0  0  0  0
  5 36  1  0  0  0  0
  5 47  1  0  0  0  0
  6 33  2  0  0  0  0
  7 36  2  0  0  0  0
 15  8  1  1  0  0  0
  8 22  1  0  0  0  0
  9 11  1  0  0  0  0
  9 19  1  0  0  0  0
  9 30  1  0  0  0  0
 16 10  1  1  0  0  0
 10 33  1  0  0  0  0
 11 26  1  0  0  0  0
 20 12  1  6  0  0  0
 12 36  1  0  0  0  0
 13 46  1  0  0  0  0
 13 50  2  0  0  0  0
 14 16  1  0  0  0  0
 14 23  1  0  0  0  0
 14 24  1  0  0  0  0
 14 25  1  0  0  0  0
 15 17  1  0  0  0  0
 15 21  1  0  0  0  0
 16 22  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 27  1  0  0  0  0
 18 28  1  0  0  0  0
 18 29  1  0  0  0  0
 20 26  1  0  0  0  0
 21 31  1  0  0  0  0
 30 32  1  0  0  0  0
 31 34  2  0  0  0  0
 31 35  1  0  0  0  0
 32 37  2  0  0  0  0
 32 38  1  0  0  0  0
 34 39  1  0  0  0  0
 35 40  2  0  0  0  0
 37 42  1  0  0  0  0
 38 43  2  0  0  0  0
 39 41  2  0  0  0  0
 40 41  1  0  0  0  0
 42 44  2  0  0  0  0
 43 44  1  0  0  0  0
 44 46  1  0  0  0  0
 46 48  2  0  0  0  0
 48 49  1  0  0  0  0
 49 51  2  0  0  0  0
 50 51  1  0  0  0  0
M  END

HMDB0015205
     RDKit          3D
Atazanavir
103105  0  0  0  0  0  0  0  0999 V2000
    8.3721   -2.0589   -4.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3791   -1.1659   -3.6500 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4434   -1.5054   -2.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7026   -2.6862   -2.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4798   -0.6375   -2.2006 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4868    0.2509   -1.8018 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0973   -0.2423   -1.7878 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9177   -1.3316   -1.1982 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546    0.3469   -2.3401 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6054   -0.0570   -2.3045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0416    0.0135   -3.6482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1253    1.3337   -4.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2914    2.0914   -4.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4999    3.3351   -4.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5602    3.9059   -5.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5908    3.1602   -5.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8025    1.9133   -5.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1444   -1.2528   -1.6014 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5194   -2.5122   -1.8181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1140   -0.9887   -0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2680   -1.5464    0.4112 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4815   -0.8317   -0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5694    0.5593    0.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7975    1.0204    1.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8895    2.3242    2.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8029    3.2200    1.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8852    4.5685    2.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8093    5.4971    1.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8825    6.7590    2.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0082    7.0493    3.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0758    6.1201    3.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0431    4.9242    3.0554 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5706    2.7640    0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4993    1.4656   -0.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4758   -1.9529    1.6845 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4099   -3.0043    2.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9636   -3.5752    1.0474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7650   -3.4402    3.3613 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7762   -4.8674    3.4652 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8997   -5.6989    3.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0303   -5.1240    3.1667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8985   -7.0677    3.4913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1048   -7.7825    3.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1226   -2.7988    4.5416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6742   -3.4397    5.8398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356   -1.3206    4.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6361   -2.8693    4.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7607    1.6597   -2.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8201    2.7212   -1.8086 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2049    1.9879   -1.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9067    1.6868   -3.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2478   -2.1038   -3.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8614   -1.6323   -4.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0463   -3.0502   -4.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0006   -1.5671   -1.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7036    0.3482   -0.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1763    1.2535   -2.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172    0.7829   -1.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6581   -0.9040   -1.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3713    3.5436   -1.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3720    3.1994   -2.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0885    2.3340   -1.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3071    1.8484   -0.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8451    1.3155   -2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4048    3.0296   -2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5437    2.5792   -3.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9441    1.9034   -4.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3301    0.7674   -4.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
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  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
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 10 18  1  0
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 51103  1  0
M  END

1072
  Mrv0541 02231215132D          

 51 53  0  0  1  0            999 V2000
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 17  1  1  6  0  0  0
  2 22  2  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0015205

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)N[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C=C1)C1=CC=CC=N1)NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)C(C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C38H52N6O7/c1-37(2,3)31(41-35(48)50-7)33(46)40-29(22-25-14-10-9-11-15-25)30(45)24-44(43-34(47)32(38(4,5)6)42-36(49)51-8)23-26-17-19-27(20-18-26)28-16-12-13-21-39-28/h9-21,29-32,45H,22-24H2,1-8H3,(H,40,46)(H,41,48)(H,42,49)(H,43,47)/t29-,30-,31+,32+/m0/s1

> <INCHI_KEY>
AXRYRYVKAWYZBR-GASGPIRDSA-N

> <FORMULA>
C38H52N6O7

> <MOLECULAR_WEIGHT>
704.8555

> <EXACT_MASS>
704.389748048

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
76.82519777563505

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl N-[(1S)-1-{[(2S,3S)-3-hydroxy-4-[(2S)-2-[(methoxycarbonyl)amino]-3,3-dimethyl-N'-{[4-(pyridin-2-yl)phenyl]methyl}butanehydrazido]-1-phenylbutan-2-yl]carbamoyl}-2,2-dimethylpropyl]carbamate

> <ALOGPS_LOGP>
4.08

> <JCHEM_LOGP>
4.539848171666664

> <ALOGPS_LOGS>
-5.33

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.07487226997997

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.91942238614578

> <JCHEM_PKA_STRONGEST_BASIC>
4.424559730771484

> <JCHEM_POLAR_SURFACE_AREA>
171.21999999999997

> <JCHEM_REFRACTIVITY>
191.8024999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.27e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
atazanavir

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015205
     RDKit          3D
Atazanavir
103105  0  0  0  0  0  0  0  0999 V2000
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   -1.8610   -3.7318    6.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3540   -2.7186    6.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9935   -1.0720    3.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6760   -0.6965    4.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3316   -1.1804    5.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2352   -3.4929    3.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098   -3.4269    5.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1320   -1.8805    4.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3713    3.5436   -1.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3720    3.1994   -2.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0885    2.3340   -1.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3071    1.8484   -0.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8451    1.3155   -2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4048    3.0296   -2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5437    2.5792   -3.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9441    1.9034   -4.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3301    0.7674   -4.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 26 33  1  0
 33 34  2  0
 21 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  2  0
 40 42  1  0
 42 43  1  0
 38 44  1  0
 44 45  1  0
 44 46  1  0
 44 47  1  0
  6 48  1  0
 48 49  1  0
 48 50  1  0
 48 51  1  0
 17 12  1  0
 34 23  1  0
 32 27  1  0
  1 52  1  0
  1 53  1  0
  1 54  1  0
  5 55  1  0
  6 56  1  1
  9 57  1  0
 10 58  1  1
 11 59  1  0
 11 60  1  0
 13 61  1  0
 14 62  1  0
 15 63  1  0
 16 64  1  0
 17 65  1  0
 18 66  1  6
 19 67  1  0
 20 68  1  0
 20 69  1  0
 22 70  1  0
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 24 72  1  0
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 28 74  1  0
 29 75  1  0
 30 76  1  0
 31 77  1  0
 33 78  1  0
 34 79  1  0
 35 80  1  0
 38 81  1  1
 39 82  1  0
 43 83  1  0
 43 84  1  0
 43 85  1  0
 45 86  1  0
 45 87  1  0
 45 88  1  0
 46 89  1  0
 46 90  1  0
 46 91  1  0
 47 92  1  0
 47 93  1  0
 47 94  1  0
 49 95  1  0
 49 96  1  0
 49 97  1  0
 50 98  1  0
 50 99  1  0
 50100  1  0
 51101  1  0
 51102  1  0
 51103  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1072                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       9.748  -2.310   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       8.415  -3.080   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      15.083  -2.310   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.414  -6.930   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      11.082  -7.700   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       3.080  -4.620   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      13.750  -7.700   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       7.081  -0.770   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      12.416  -0.770   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       5.748  -4.620   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      12.416  -2.310   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      12.416  -5.390   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      15.083   6.930   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       4.414  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.415   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.748  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.748  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.083  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.082   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.750  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.415   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.081  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.080  -1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.644  -3.644   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.184  -0.976   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.750  -3.080   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.853  -4.056   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.313  -6.724   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.417  -6.160   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.750   0.000   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.081   2.310   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.750   1.540   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.414  -5.390   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.748   1.540   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.081   3.850   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      12.416  -6.930   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      12.416   2.310   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      15.083   2.310   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.414   2.310   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.748   4.620   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.414   3.850   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      12.416   3.850   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      15.083   3.850   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      13.750   4.620   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       3.080  -7.700   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      13.750   6.160   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      11.082  -9.240   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      12.416   6.930   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      12.416   8.470   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      15.083   8.470   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      13.750   9.240   0.000  0.00  0.00           C+0
CONECT    1   17                                                            
CONECT    2   22                                                            
CONECT    3   26                                                            
CONECT    4   33   45                                                       
CONECT    5   36   47                                                       
CONECT    6   33                                                            
CONECT    7   36                                                            
CONECT    8   15   22                                                       
CONECT    9   11   19   30                                                  
CONECT   10   16   33                                                       
CONECT   11    9   26                                                       
CONECT   12   20   36                                                       
CONECT   13   46   50                                                       
CONECT   14   16   23   24   25                                             
CONECT   15    8   17   21                                                  
CONECT   16   10   14   22                                                  
CONECT   17    1   15   19                                                  
CONECT   18   20   27   28   29                                             
CONECT   19    9   17                                                       
CONECT   20   12   18   26                                                  
CONECT   21   15   31                                                       
CONECT   22    2    8   16                                                  
CONECT   23   14                                                            
CONECT   24   14                                                            
CONECT   25   14                                                            
CONECT   26    3   11   20                                                  
CONECT   27   18                                                            
CONECT   28   18                                                            
CONECT   29   18                                                            
CONECT   30    9   32                                                       
CONECT   31   21   34   35                                                  
CONECT   32   30   37   38                                                  
CONECT   33    4    6   10                                                  
CONECT   34   31   39                                                       
CONECT   35   31   40                                                       
CONECT   36    5    7   12                                                  
CONECT   37   32   42                                                       
CONECT   38   32   43                                                       
CONECT   39   34   41                                                       
CONECT   40   35   41                                                       
CONECT   41   39   40                                                       
CONECT   42   37   44                                                       
CONECT   43   38   44                                                       
CONECT   44   42   43   46                                                  
CONECT   45    4                                                            
CONECT   46   13   44   48                                                  
CONECT   47    5                                                            
CONECT   48   46   49                                                       
CONECT   49   48   51                                                       
CONECT   50   13   51                                                       
CONECT   51   49   50                                                       
MASTER        0    0    0    0    0    0    0    0   51    0  106    0
END

COMPND    HMDB0015205
HETATM    1  C1  UNL     1       8.372  -2.059  -4.056  1.00  0.00           C  
HETATM    2  O1  UNL     1       7.379  -1.166  -3.650  1.00  0.00           O  
HETATM    3  C2  UNL     1       6.443  -1.505  -2.584  1.00  0.00           C  
HETATM    4  O2  UNL     1       6.703  -2.686  -2.133  1.00  0.00           O  
HETATM    5  N1  UNL     1       5.480  -0.638  -2.201  1.00  0.00           N  
HETATM    6  C3  UNL     1       4.487   0.251  -1.802  1.00  0.00           C  
HETATM    7  C4  UNL     1       3.097  -0.242  -1.788  1.00  0.00           C  
HETATM    8  O3  UNL     1       2.918  -1.332  -1.198  1.00  0.00           O  
HETATM    9  N2  UNL     1       1.955   0.347  -2.340  1.00  0.00           N  
HETATM   10  C5  UNL     1       0.605  -0.057  -2.304  1.00  0.00           C  
HETATM   11  C6  UNL     1      -0.042   0.014  -3.648  1.00  0.00           C  
HETATM   12  C7  UNL     1      -0.125   1.334  -4.274  1.00  0.00           C  
HETATM   13  C8  UNL     1      -1.291   2.091  -4.017  1.00  0.00           C  
HETATM   14  C9  UNL     1      -1.500   3.335  -4.552  1.00  0.00           C  
HETATM   15  C10 UNL     1      -0.560   3.906  -5.382  1.00  0.00           C  
HETATM   16  C11 UNL     1       0.591   3.160  -5.639  1.00  0.00           C  
HETATM   17  C12 UNL     1       0.803   1.913  -5.102  1.00  0.00           C  
HETATM   18  C13 UNL     1       0.144  -1.253  -1.601  1.00  0.00           C  
HETATM   19  O4  UNL     1       0.519  -2.512  -1.818  1.00  0.00           O  
HETATM   20  C14 UNL     1      -0.114  -0.989  -0.092  1.00  0.00           C  
HETATM   21  N3  UNL     1      -1.268  -1.546   0.411  1.00  0.00           N  
HETATM   22  C15 UNL     1      -2.481  -0.832  -0.022  1.00  0.00           C  
HETATM   23  C16 UNL     1      -2.569   0.559   0.476  1.00  0.00           C  
HETATM   24  C17 UNL     1      -1.798   1.020   1.504  1.00  0.00           C  
HETATM   25  C18 UNL     1      -1.889   2.324   2.012  1.00  0.00           C  
HETATM   26  C19 UNL     1      -2.803   3.220   1.473  1.00  0.00           C  
HETATM   27  C20 UNL     1      -2.885   4.568   2.052  1.00  0.00           C  
HETATM   28  C21 UNL     1      -3.809   5.497   1.651  1.00  0.00           C  
HETATM   29  C22 UNL     1      -3.883   6.759   2.256  1.00  0.00           C  
HETATM   30  C23 UNL     1      -3.008   7.049   3.259  1.00  0.00           C  
HETATM   31  C24 UNL     1      -2.076   6.120   3.663  1.00  0.00           C  
HETATM   32  N4  UNL     1      -2.043   4.924   3.055  1.00  0.00           N  
HETATM   33  C25 UNL     1      -3.571   2.764   0.448  1.00  0.00           C  
HETATM   34  C26 UNL     1      -3.499   1.466  -0.080  1.00  0.00           C  
HETATM   35  N5  UNL     1      -1.476  -1.953   1.684  1.00  0.00           N  
HETATM   36  C27 UNL     1      -2.410  -3.004   2.028  1.00  0.00           C  
HETATM   37  O5  UNL     1      -2.964  -3.575   1.047  1.00  0.00           O  
HETATM   38  C28 UNL     1      -2.765  -3.440   3.361  1.00  0.00           C  
HETATM   39  N6  UNL     1      -2.776  -4.867   3.465  1.00  0.00           N  
HETATM   40  C29 UNL     1      -3.900  -5.699   3.377  1.00  0.00           C  
HETATM   41  O6  UNL     1      -5.030  -5.124   3.167  1.00  0.00           O  
HETATM   42  O7  UNL     1      -3.898  -7.068   3.491  1.00  0.00           O  
HETATM   43  C30 UNL     1      -5.105  -7.783   3.381  1.00  0.00           C  
HETATM   44  C31 UNL     1      -2.123  -2.799   4.542  1.00  0.00           C  
HETATM   45  C32 UNL     1      -2.674  -3.440   5.840  1.00  0.00           C  
HETATM   46  C33 UNL     1      -2.536  -1.321   4.623  1.00  0.00           C  
HETATM   47  C34 UNL     1      -0.636  -2.869   4.616  1.00  0.00           C  
HETATM   48  C35 UNL     1       4.761   1.660  -2.213  1.00  0.00           C  
HETATM   49  C36 UNL     1       3.820   2.721  -1.809  1.00  0.00           C  
HETATM   50  C37 UNL     1       6.205   1.988  -1.735  1.00  0.00           C  
HETATM   51  C38 UNL     1       4.907   1.687  -3.735  1.00  0.00           C  
HETATM   52  H1  UNL     1       9.248  -2.104  -3.353  1.00  0.00           H  
HETATM   53  H2  UNL     1       8.861  -1.632  -4.998  1.00  0.00           H  
HETATM   54  H3  UNL     1       8.046  -3.050  -4.377  1.00  0.00           H  
HETATM   55  H4  UNL     1       5.001  -1.567  -1.334  1.00  0.00           H  
HETATM   56  H5  UNL     1       4.704   0.348  -0.613  1.00  0.00           H  
HETATM   57  H6  UNL     1       2.176   1.253  -2.888  1.00  0.00           H  
HETATM   58  H7  UNL     1       0.017   0.783  -1.686  1.00  0.00           H  
HETATM   59  H8  UNL     1      -1.089  -0.426  -3.636  1.00  0.00           H  
HETATM   60  H9  UNL     1       0.481  -0.680  -4.379  1.00  0.00           H  
HETATM   61  H10 UNL     1      -2.036   1.638  -3.354  1.00  0.00           H  
HETATM   62  H11 UNL     1      -2.428   3.882  -4.322  1.00  0.00           H  
HETATM   63  H12 UNL     1      -0.739   4.883  -5.811  1.00  0.00           H  
HETATM   64  H13 UNL     1       1.315   3.644  -6.300  1.00  0.00           H  
HETATM   65  H14 UNL     1       1.712   1.392  -5.332  1.00  0.00           H  
HETATM   66  H15 UNL     1      -1.025  -1.348  -1.927  1.00  0.00           H  
HETATM   67  H16 UNL     1       0.629  -3.082  -1.026  1.00  0.00           H  
HETATM   68  H17 UNL     1       0.773  -1.313   0.492  1.00  0.00           H  
HETATM   69  H18 UNL     1      -0.120   0.147   0.009  1.00  0.00           H  
HETATM   70  H19 UNL     1      -3.329  -1.431   0.449  1.00  0.00           H  
HETATM   71  H20 UNL     1      -2.658  -0.904  -1.107  1.00  0.00           H  
HETATM   72  H21 UNL     1      -1.039   0.442   2.029  1.00  0.00           H  
HETATM   73  H22 UNL     1      -1.274   2.681   2.819  1.00  0.00           H  
HETATM   74  H23 UNL     1      -4.497   5.237   0.839  1.00  0.00           H  
HETATM   75  H24 UNL     1      -4.639   7.426   1.884  1.00  0.00           H  
HETATM   76  H25 UNL     1      -3.039   8.010   3.742  1.00  0.00           H  
HETATM   77  H26 UNL     1      -1.340   6.292   4.464  1.00  0.00           H  
HETATM   78  H27 UNL     1      -4.282   3.433  -0.006  1.00  0.00           H  
HETATM   79  H28 UNL     1      -4.104   1.120  -0.887  1.00  0.00           H  
HETATM   80  H29 UNL     1      -0.966  -1.591   2.505  1.00  0.00           H  
HETATM   81  H30 UNL     1      -3.921  -3.136   3.499  1.00  0.00           H  
HETATM   82  H31 UNL     1      -1.828  -5.340   3.621  1.00  0.00           H  
HETATM   83  H32 UNL     1      -4.966  -8.508   2.531  1.00  0.00           H  
HETATM   84  H33 UNL     1      -5.955  -7.099   3.213  1.00  0.00           H  
HETATM   85  H34 UNL     1      -5.350  -8.379   4.270  1.00  0.00           H  
HETATM   86  H35 UNL     1      -3.333  -4.260   5.516  1.00  0.00           H  
HETATM   87  H36 UNL     1      -1.861  -3.732   6.516  1.00  0.00           H  
HETATM   88  H37 UNL     1      -3.354  -2.719   6.376  1.00  0.00           H  
HETATM   89  H38 UNL     1      -2.993  -1.072   3.608  1.00  0.00           H  
HETATM   90  H39 UNL     1      -1.676  -0.696   4.882  1.00  0.00           H  
HETATM   91  H40 UNL     1      -3.332  -1.180   5.409  1.00  0.00           H  
HETATM   92  H41 UNL     1      -0.235  -3.493   3.777  1.00  0.00           H  
HETATM   93  H42 UNL     1      -0.310  -3.427   5.547  1.00  0.00           H  
HETATM   94  H43 UNL     1      -0.132  -1.880   4.681  1.00  0.00           H  
HETATM   95  H44 UNL     1       4.371   3.544  -1.257  1.00  0.00           H  
HETATM   96  H45 UNL     1       3.372   3.199  -2.698  1.00  0.00           H  
HETATM   97  H46 UNL     1       3.088   2.334  -1.066  1.00  0.00           H  
HETATM   98  H47 UNL     1       6.307   1.848  -0.660  1.00  0.00           H  
HETATM   99  H48 UNL     1       6.845   1.316  -2.365  1.00  0.00           H  
HETATM  100  H49 UNL     1       6.405   3.030  -2.039  1.00  0.00           H  
HETATM  101  H50 UNL     1       5.544   2.579  -3.978  1.00  0.00           H  
HETATM  102  H51 UNL     1       3.944   1.903  -4.236  1.00  0.00           H  
HETATM  103  H52 UNL     1       5.330   0.767  -4.153  1.00  0.00           H  
CONECT    1    2   52   53   54
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   55
CONECT    6    7   48   56
CONECT    7    8    8    9
CONECT    9   10   57
CONECT   10   11   18   58
CONECT   11   12   59   60
CONECT   12   13   13   17
CONECT   13   14   61
CONECT   14   15   15   62
CONECT   15   16   63
CONECT   16   17   17   64
CONECT   17   65
CONECT   18   19   20   66
CONECT   19   67
CONECT   20   21   68   69
CONECT   21   22   35
CONECT   22   23   70   71
CONECT   23   24   24   34
CONECT   24   25   72
CONECT   25   26   26   73
CONECT   26   27   33
CONECT   27   28   28   32
CONECT   28   29   74
CONECT   29   30   30   75
CONECT   30   31   76
CONECT   31   32   32   77
CONECT   33   34   34   78
CONECT   34   79
CONECT   35   36   80
CONECT   36   37   37   38
CONECT   38   39   44   81
CONECT   39   40   82
CONECT   40   41   41   42
CONECT   42   43
CONECT   43   83   84   85
CONECT   44   45   46   47
CONECT   45   86   87   88
CONECT   46   89   90   91
CONECT   47   92   93   94
CONECT   48   49   50   51
CONECT   49   95   96   97
CONECT   50   98   99  100
CONECT   51  101  102  103
END

HMDB0015205
     RDKit          3D
Atazanavir
103105  0  0  0  0  0  0  0  0999 V2000
    8.3721   -2.0589   -4.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3791   -1.1659   -3.6500 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4434   -1.5054   -2.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7026   -2.6862   -2.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4798   -0.6375   -2.2006 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4868    0.2509   -1.8018 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0973   -0.2423   -1.7878 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9177   -1.3316   -1.1982 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546    0.3469   -2.3401 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6054   -0.0570   -2.3045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0416    0.0135   -3.6482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1253    1.3337   -4.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2914    2.0914   -4.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4999    3.3351   -4.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5602    3.9059   -5.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5908    3.1602   -5.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8025    1.9133   -5.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1444   -1.2528   -1.6014 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5194   -2.5122   -1.8181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1140   -0.9887   -0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2680   -1.5464    0.4112 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4815   -0.8317   -0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5694    0.5593    0.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7975    1.0204    1.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8895    2.3242    2.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8029    3.2200    1.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8852    4.5685    2.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8093    5.4971    1.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8825    6.7590    2.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0082    7.0493    3.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0758    6.1201    3.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0431    4.9242    3.0554 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5706    2.7640    0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4993    1.4656   -0.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4758   -1.9529    1.6845 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4099   -3.0043    2.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9636   -3.5752    1.0474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7650   -3.4402    3.3613 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7762   -4.8674    3.4652 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8997   -5.6989    3.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0303   -5.1240    3.1667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8985   -7.0677    3.4913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1048   -7.7825    3.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1226   -2.7988    4.5416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6742   -3.4397    5.8398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356   -1.3206    4.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6361   -2.8693    4.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7607    1.6597   -2.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8201    2.7212   -1.8086 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2049    1.9879   -1.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9067    1.6868   -3.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2478   -2.1038   -3.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8614   -1.6323   -4.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0463   -3.0502   -4.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0006   -1.5671   -1.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7036    0.3482   -0.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1763    1.2535   -2.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172    0.7829   -1.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0894   -0.4262   -3.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4813   -0.6795   -4.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0358    1.6378   -3.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4280    3.8816   -4.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386    4.8830   -5.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3150    3.6445   -6.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7119    1.3916   -5.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0252   -1.3478   -1.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6286   -3.0818   -1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7725   -1.3133    0.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1198    0.1469    0.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3287   -1.4309    0.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6581   -0.9040   -1.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0390    0.4421    2.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2743    2.6805    2.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4971    5.2369    0.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6385    7.4255    1.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0390    8.0095    3.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3404    6.2919    4.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2820    3.4328   -0.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1041    1.1203   -0.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9662   -1.5912    2.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9210   -3.1362    3.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8284   -5.3399    3.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9658   -8.5082    2.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9546   -7.0987    3.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3504   -8.3791    4.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3329   -4.2602    5.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8610   -3.7318    6.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3540   -2.7186    6.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9935   -1.0720    3.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6760   -0.6965    4.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3316   -1.1804    5.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2352   -3.4929    3.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098   -3.4269    5.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1320   -1.8805    4.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3713    3.5436   -1.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3720    3.1994   -2.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0885    2.3340   -1.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3071    1.8484   -0.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8451    1.3155   -2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4048    3.0296   -2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5437    2.5792   -3.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9441    1.9034   -4.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3301    0.7674   -4.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
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 12 13  2  0
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 15 16  1  0
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 10 18  1  0
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 18 20  1  0
 20 21  1  0
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 26 33  1  0
 33 34  2  0
 21 35  1  0
 35 36  1  0
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 36 38  1  0
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 39 40  1  0
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 38 44  1  0
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  6 48  1  0
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  1 52  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Atazanavirum	ChEBI
ATZ	ChEBI
Latazanavir	ChEBI
Zrivada	ChEBI
Reyataz	Kegg
Atazanavir sulfate	HMDB
Atazanavir sulphate	HMDB
ATV	HMDB
BMS-232632	HMDB
Sulfate, atazanavir	HMDB
3,12-Bis(1,1-dimethylethyl)-8-hydroxy-4,11-dioxo-9-(phenylmethyl)-6-((4-(2-pyridinyl)phenyl)methyl)-2,5,6,10,13-pentaazatetradecanedioic acid dimethyl ester	HMDB

Chemical Formula

C₃₈H₅₂N₆O₇

Average Molecular Weight

704.8555

Monoisotopic Molecular Weight

704.389748048

IUPAC Name

methyl N-[(1S)-1-{[(2S,3S)-3-hydroxy-4-[(2S)-2-[(methoxycarbonyl)amino]-3,3-dimethyl-N'-{[4-(pyridin-2-yl)phenyl]methyl}butanehydrazido]-1-phenylbutan-2-yl]carbamoyl}-2,2-dimethylpropyl]carbamate

Traditional Name

atazanavir

CAS Registry Number

198904-31-3

SMILES

COC(=O)N[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C=C1)C1=CC=CC=N1)NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)C(C)(C)C

InChI Identifier

InChI=1S/C38H52N6O7/c1-37(2,3)31(41-35(48)50-7)33(46)40-29(22-25-14-10-9-11-15-25)30(45)24-44(43-34(47)32(38(4,5)6)42-36(49)51-8)23-26-17-19-27(20-18-26)28-16-12-13-21-39-28/h9-21,29-32,45H,22-24H2,1-8H3,(H,40,46)(H,41,48)(H,42,49)(H,43,47)/t29-,30-,31+,32+/m0/s1

InChI Key

AXRYRYVKAWYZBR-GASGPIRDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as valine and derivatives. Valine and derivatives are compounds containing valine or a derivative thereof resulting from reaction of valine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Valine and derivatives

Alternative Parents

Substituents

Valine or derivatives
Alpha-amino acid amide
2-phenylpyridine
Phenylbutylamine
Amphetamine or derivatives
Monocyclic benzene moiety
Fatty amide
N-acyl-amine
Fatty acyl
Benzenoid
Pyridine
Methylcarbamate
Heteroaromatic compound
Carbamic acid ester
Carboxamide group
Carboxylic acid hydrazide
Carbonic acid derivative
Secondary carboxylic acid amide
Secondary alcohol
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Alcohol
Carbonyl group
Organooxygen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

carbohydrazide (CHEBI:37924 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Blood (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0015205)
Membrane (HMDB: HMDB0015205)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0033 g/L	Not Available
LogP	4.5	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0033 g/L	ALOGPS
logP	4.08	ALOGPS
logP	4.54	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	11.92	ChemAxon
pKa (Strongest Basic)	4.42	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	171.22 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	191.8 m³·mol⁻¹	ChemAxon
Polarizability	76.83 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	254.849	30932474
DeepCCS	[M-H]-	253.056	30932474
DeepCCS	[M-2H]-	287.089	30932474
DeepCCS	[M+Na]+	261.052	30932474
AllCCS	[M+H]+	268.8	32859911
AllCCS	[M+H-H2O]+	268.1	32859911
AllCCS	[M+NH4]+	269.4	32859911
AllCCS	[M+Na]+	269.6	32859911
AllCCS	[M-H]-	266.9	32859911
AllCCS	[M+Na-2H]-	270.9	32859911
AllCCS	[M+HCOO]-	275.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Atazanavir	COC(=O)N[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C=C1)C1=CC=CC=N1)NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)C(C)(C)C	5569.8	Standard polar	33892256
Atazanavir	COC(=O)N[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C=C1)C1=CC=CC=N1)NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)C(C)(C)C	3664.8	Standard non polar	33892256
Atazanavir	COC(=O)N[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C=C1)C1=CC=CC=N1)NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)C(C)(C)C	5051.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Atazanavir,2TMS,isomer #1	COC(=O)N[C@H](C(=O)NN(CC1=CC=C(C2=CC=CC=N2)C=C1)C[C@H](O[Si](C)(C)C)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)C(C)(C)C	4814.7	Semi standard non polar	33892256
Atazanavir,2TMS,isomer #1	COC(=O)N[C@H](C(=O)NN(CC1=CC=C(C2=CC=CC=N2)C=C1)C[C@H](O[Si](C)(C)C)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)C(C)(C)C	4367.1	Standard non polar	33892256
Atazanavir,2TMS,isomer #1	COC(=O)N[C@H](C(=O)NN(CC1=CC=C(C2=CC=CC=N2)C=C1)C[C@H](O[Si](C)(C)C)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)C(C)(C)C	6420.2	Standard polar	33892256
Atazanavir,2TMS,isomer #10	COC(=O)N[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C2=CC=CC=N2)C=C1)N(C(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)C(C)(C)C	4793.2	Semi standard non polar	33892256
Atazanavir,2TMS,isomer #10	COC(=O)N[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C2=CC=CC=N2)C=C1)N(C(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)C(C)(C)C	4528.6	Standard non polar	33892256
Atazanavir,2TMS,isomer #10	COC(=O)N[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C2=CC=CC=N2)C=C1)N(C(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)C(C)(C)C	6514.0	Standard polar	33892256
Atazanavir,2TMS,isomer #2	COC(=O)N[C@H](C(=O)NN(CC1=CC=C(C2=CC=CC=N2)C=C1)C[C@H](O[Si](C)(C)C)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](NC(=O)OC)C(C)(C)C)[Si](C)(C)C)C(C)(C)C	4846.6	Semi standard non polar	33892256
Atazanavir,2TMS,isomer #2	COC(=O)N[C@H](C(=O)NN(CC1=CC=C(C2=CC=CC=N2)C=C1)C[C@H](O[Si](C)(C)C)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](NC(=O)OC)C(C)(C)C)[Si](C)(C)C)C(C)(C)C	4377.1	Standard non polar	33892256
Atazanavir,2TMS,isomer #2	COC(=O)N[C@H](C(=O)NN(CC1=CC=C(C2=CC=CC=N2)C=C1)C[C@H](O[Si](C)(C)C)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](NC(=O)OC)C(C)(C)C)[Si](C)(C)C)C(C)(C)C	6495.9	Standard polar	33892256
Atazanavir,2TMS,isomer #3	COC(=O)N[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@H](CN(CC1=CC=C(C2=CC=CC=N2)C=C1)N(C(=O)[C@@H](NC(=O)OC)C(C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)C(C)(C)C	4828.8	Semi standard non polar	33892256
Atazanavir,2TMS,isomer #3	COC(=O)N[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@H](CN(CC1=CC=C(C2=CC=CC=N2)C=C1)N(C(=O)[C@@H](NC(=O)OC)C(C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)C(C)(C)C	4457.1	Standard non polar	33892256
Atazanavir,2TMS,isomer #3	COC(=O)N[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@H](CN(CC1=CC=C(C2=CC=CC=N2)C=C1)N(C(=O)[C@@H](NC(=O)OC)C(C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)C(C)(C)C	6534.5	Standard polar	33892256
Atazanavir,2TMS,isomer #4	COC(=O)N[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@H](CN(CC1=CC=C(C2=CC=CC=N2)C=C1)NC(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)O[Si](C)(C)C)C(C)(C)C	4803.3	Semi standard non polar	33892256
Atazanavir,2TMS,isomer #4	COC(=O)N[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@H](CN(CC1=CC=C(C2=CC=CC=N2)C=C1)NC(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)O[Si](C)(C)C)C(C)(C)C	4370.5	Standard non polar	33892256
Atazanavir,2TMS,isomer #4	COC(=O)N[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@H](CN(CC1=CC=C(C2=CC=CC=N2)C=C1)NC(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)O[Si](C)(C)C)C(C)(C)C	6421.8	Standard polar	33892256
Atazanavir,2TMS,isomer #5	COC(=O)N([C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C2=CC=CC=N2)C=C1)NC(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)C(C)(C)C)[Si](C)(C)C	4788.9	Semi standard non polar	33892256
Atazanavir,2TMS,isomer #5	COC(=O)N([C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C2=CC=CC=N2)C=C1)NC(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)C(C)(C)C)[Si](C)(C)C	4444.8	Standard non polar	33892256
Atazanavir,2TMS,isomer #5	COC(=O)N([C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C2=CC=CC=N2)C=C1)NC(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)C(C)(C)C)[Si](C)(C)C	6398.5	Standard polar	33892256
Atazanavir,2TMS,isomer #6	COC(=O)N[C@H](C(=O)N(N(CC1=CC=C(C2=CC=CC=N2)C=C1)C[C@H](O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)C(C)(C)C	4791.2	Semi standard non polar	33892256
Atazanavir,2TMS,isomer #6	COC(=O)N[C@H](C(=O)N(N(CC1=CC=C(C2=CC=CC=N2)C=C1)C[C@H](O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)C(C)(C)C	4536.5	Standard non polar	33892256
Atazanavir,2TMS,isomer #6	COC(=O)N[C@H](C(=O)N(N(CC1=CC=C(C2=CC=CC=N2)C=C1)C[C@H](O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)C(C)(C)C	6506.5	Standard polar	33892256
Atazanavir,2TMS,isomer #7	COC(=O)N[C@H](C(=O)NN(CC1=CC=C(C2=CC=CC=N2)C=C1)C[C@H](O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)C(C)(C)C	4762.5	Semi standard non polar	33892256
Atazanavir,2TMS,isomer #7	COC(=O)N[C@H](C(=O)NN(CC1=CC=C(C2=CC=CC=N2)C=C1)C[C@H](O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)C(C)(C)C	4445.3	Standard non polar	33892256
Atazanavir,2TMS,isomer #7	COC(=O)N[C@H](C(=O)NN(CC1=CC=C(C2=CC=CC=N2)C=C1)C[C@H](O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)C(C)(C)C	6476.1	Standard polar	33892256
Atazanavir,2TMS,isomer #8	COC(=O)N[C@H](C(=O)N([C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C2=CC=CC=N2)C=C1)NC(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)C(C)(C)C	4759.1	Semi standard non polar	33892256
Atazanavir,2TMS,isomer #8	COC(=O)N[C@H](C(=O)N([C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C2=CC=CC=N2)C=C1)NC(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)C(C)(C)C	4451.2	Standard non polar	33892256
Atazanavir,2TMS,isomer #8	COC(=O)N[C@H](C(=O)N([C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C2=CC=CC=N2)C=C1)NC(=O)[C@@H](N(C(=O)OC)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)C(C)(C)C	6463.2	Standard polar	33892256
Atazanavir,2TMS,isomer #9	COC(=O)N[C@H](C(=O)N([C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C2=CC=CC=N2)C=C1)N(C(=O)[C@@H](NC(=O)OC)C(C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(C)(C)C	4796.9	Semi standard non polar	33892256
Atazanavir,2TMS,isomer #9	COC(=O)N[C@H](C(=O)N([C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C2=CC=CC=N2)C=C1)N(C(=O)[C@@H](NC(=O)OC)C(C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(C)(C)C	4544.3	Standard non polar	33892256
Atazanavir,2TMS,isomer #9	COC(=O)N[C@H](C(=O)N([C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C2=CC=CC=N2)C=C1)N(C(=O)[C@@H](NC(=O)OC)C(C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(C)(C)C	6565.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Atazanavir GC-MS (Non-derivatized) - 70eV, Positive	splash10-03xs-5617198000-83a5e695710baf354772	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atazanavir GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atazanavir GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atazanavir GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atazanavir GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atazanavir GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atazanavir GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atazanavir GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atazanavir GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atazanavir GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atazanavir GC-MS (TBDMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 30V, Negative-QTOF	splash10-0a4i-0900000000-a688edc7c86f0564ba20	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 40V, Positive-QTOF	splash10-014r-0905010000-c909027e64ed0c6bc4d8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 15V, Positive-QTOF	splash10-0a4i-0000000900-0bb22caf4b863566bd9c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 15V, Negative-QTOF	splash10-052r-0400109000-e7d7d8600202d4603b49	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 30V, Positive-QTOF	splash10-014i-0903000000-3b9b3a8adea9bb1eb957	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 50V, Positive-QTOF	splash10-014i-0901000000-53416755c850b58d778c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 30V, Positive-QTOF	splash10-052r-0309021800-ea619882f4fe2c00b481	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 10V, Positive-QTOF	splash10-0a4i-0000000900-12fe8f22e3abb6fcc9be	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 50V, Positive-QTOF	splash10-014i-0901000000-cebaefef46a60a79f326	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 20V, Positive-QTOF	splash10-0a4i-0000000900-2176c78cd40b45df512a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 20V, Positive-QTOF	splash10-0a4i-0000000900-bc7d9bee134e63ae6552	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 10V, Positive-QTOF	splash10-0a4i-0000000900-f123f82b3d344e90c694	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 30V, Positive-QTOF	splash10-052r-0309021800-9b965caf0be7610147e5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 40V, Positive-QTOF	splash10-014r-0905010000-b690776ff28fe5c6f7ae	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 50V, Negative-QTOF	splash10-0a4i-0900000000-2745c98fc68f31b0aaa1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 10V, Negative-QTOF	splash10-0udi-0000000900-7e1de2ac8606722b93f7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 20V, Negative-QTOF	splash10-059i-0400009000-c82421a6236ad955ce10	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 40V, Negative-QTOF	splash10-0a4i-0900000000-54848dbe98136e86d7e2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atazanavir 30V, Negative-QTOF	splash10-0a4i-0900103000-7e2d2a1d46db762c8c86	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atazanavir 10V, Positive-QTOF	splash10-053i-0201059200-b81c365212b43bb09c94	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atazanavir 20V, Positive-QTOF	splash10-000x-1701398000-2f76a00f3c27929b553c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atazanavir 40V, Positive-QTOF	splash10-0006-6903120000-8304658487ac35e7437b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atazanavir 10V, Negative-QTOF	splash10-0kmu-1102009200-ca81976dd8359c5e3a13	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atazanavir 20V, Negative-QTOF	splash10-0abl-1403129000-594995355b56a2f05946	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atazanavir 40V, Negative-QTOF	splash10-0a4i-7903112000-64d9d4a7da4cc1e44326	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01072	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01072	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01072

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

130642

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Atazanavir

METLIN ID

Not Available

PubChem Compound

148192

PDB ID

Not Available

ChEBI ID

37924

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Le Tiec C, Barrail A, Goujard C, Taburet AM: Clinical pharmacokinetics and summary of efficacy and tolerability of atazanavir. Clin Pharmacokinet. 2005;44(10):1035-50. [PubMed:16176117 ]
Busti AJ, Hall RG, Margolis DM: Atazanavir for the treatment of human immunodeficiency virus infection. Pharmacotherapy. 2004 Dec;24(12):1732-47. [PubMed:15585441 ]
Swainston Harrison T, Scott LJ: Atazanavir: a review of its use in the management of HIV infection. Drugs. 2005;65(16):2309-36. [PubMed:16266202 ]
von Hentig N: Atazanavir/ritonavir: a review of its use in HIV therapy. Drugs Today (Barc). 2008 Feb;44(2):103-32. doi: 10.1358/dot.2008.44.2.1137107. [PubMed:18389089 ]
Croom KF, Dhillon S, Keam SJ: Atazanavir: a review of its use in the management of HIV-1 infection. Drugs. 2009 May 29;69(8):1107-40. doi: 10.2165/00003495-200969080-00009. [PubMed:19496633 ]
Lopez-Cortes LF: [Pharmacology, pharmacokinetic features and interactions of atazanavir]. Enferm Infecc Microbiol Clin. 2008 Dec;26 Suppl 17:2-8. doi: 10.1016/S0213-005X(08)76613-8. [PubMed:20116610 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Le Tiec C, Barrail A, Goujard C, Taburet AM: Clinical pharmacokinetics and summary of efficacy and tolerability of atazanavir. Clin Pharmacokinet. 2005;44(10):1035-50. [PubMed:16176117 ]
Busti AJ, Hall RG, Margolis DM: Atazanavir for the treatment of human immunodeficiency virus infection. Pharmacotherapy. 2004 Dec;24(12):1732-47. [PubMed:15585441 ]
Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]

Enzyme Details

2. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Busti AJ, Hall RG, Margolis DM: Atazanavir for the treatment of human immunodeficiency virus infection. Pharmacotherapy. 2004 Dec;24(12):1732-47. [PubMed:15585441 ]

Transporters

Enzyme Details

1. Multidrug resistance-associated protein 1

General function:: Involved in ATP binding
Specific function:: Mediates export of organic anions and drugs from the cytoplasm. Mediates ATP-dependent transport of glutathione and glutathione conjugates, leukotriene C4, estradiol-17-beta-o- glucuronide, methotrexate, antiviral drugs and other xenobiotics. Confers resistance to anticancer drugs. Hydrolyzes ATP with low efficiency
Gene Name:: ABCC1
Uniprot ID:: P33527
Molecular weight:: 171589.5

References

Janneh O, Anwar T, Jungbauer C, Kopp S, Khoo SH, Back DJ, Chiba P: P-glycoprotein, multidrug resistance-associated proteins and human organic anion transporting polypeptide influence the intracellular accumulation of atazanavir. Antivir Ther. 2009;14(7):965-74. doi: 10.3851/IMP1399. [PubMed:19918100 ]
Lucia MB, Golotta C, Rutella S, Rastrelli E, Savarino A, Cauda R: Atazanavir inhibits P-glycoprotein and multidrug resistance-associated protein efflux activity. J Acquir Immune Defic Syndr. 2005 Aug 15;39(5):635-7. [PubMed:16044020 ]

Enzyme Details

2. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Perloff ES, Duan SX, Skolnik PR, Greenblatt DJ, von Moltke LL: Atazanavir: effects on P-glycoprotein transport and CYP3A metabolism in vitro. Drug Metab Dispos. 2005 Jun;33(6):764-70. Epub 2005 Mar 11. [PubMed:15764714 ]
Lucia MB, Golotta C, Rutella S, Rastrelli E, Savarino A, Cauda R: Atazanavir inhibits P-glycoprotein and multidrug resistance-associated protein efflux activity. J Acquir Immune Defic Syndr. 2005 Aug 15;39(5):635-7. [PubMed:16044020 ]
Chinn LW, Gow JM, Tse MM, Becker SL, Kroetz DL: Interindividual variability in the effect of atazanavir and saquinavir on the expression of lymphocyte P-glycoprotein. J Antimicrob Chemother. 2007 Jul;60(1):61-7. Epub 2007 May 17. [PubMed:17510066 ]
Wood R: Atazanavir: its role in HIV treatment. Expert Rev Anti Infect Ther. 2008 Dec;6(6):785-96. doi: 10.1586/14787210.6.6.785. [PubMed:19053892 ]
Janneh O, Anwar T, Jungbauer C, Kopp S, Khoo SH, Back DJ, Chiba P: P-glycoprotein, multidrug resistance-associated proteins and human organic anion transporting polypeptide influence the intracellular accumulation of atazanavir. Antivir Ther. 2009;14(7):965-74. doi: 10.3851/IMP1399. [PubMed:19918100 ]
Storch CH, Theile D, Lindenmaier H, Haefeli WE, Weiss J: Comparison of the inhibitory activity of anti-HIV drugs on P-glycoprotein. Biochem Pharmacol. 2007 May 15;73(10):1573-81. Epub 2007 Jan 24. [PubMed:17328866 ]

Showing metabocard for Atazanavir (HMDB0015205)

MOL for HMDB0015205 (Atazanavir)

3D MOL for HMDB0015205 (Atazanavir)

3D SDF for HMDB0015205 (Atazanavir)

3D-SDF for HMDB0015205 (Atazanavir)

PDB for HMDB0015205 (Atazanavir)

3D PDB for HMDB0015205 (Atazanavir)

SMILES for HMDB0015205 (Atazanavir)

INCHI for HMDB0015205 (Atazanavir)

Structure for HMDB0015205 (Atazanavir)

3D Structure for HMDB0015205 (Atazanavir)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

Transporters

References

References