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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (8) Show 8 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:45 UTC

HMDB ID

HMDB0014843

Secondary Accession Numbers

HMDB14843

Metabolite Identification

Common Name

Delavirdine

Description

Delavirdine, also known as rescriptor, belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Major toxicity of delavirdine is rash and should be advised to promptly notify their physician should rash occur. The rash normally resolves in 3 to 14 days and may be treated symptomatically while therapy with delavirdine is continued. Delavirdine is a drug which is used for the treatment of hiv-1 infection in combination with appropriate antiretroviral agents when therapy is warranted. Delavirdine is a very strong basic compound (based on its pKa). In humans, delavirdine is involved in delavirdine action pathway. Delavirdine is only found in individuals that have used or taken this drug. It is a potent, non-nucleoside reverse transcriptase inhibitor with activity specific for HIV-1. Delavirdine is a non-nucleoside reverse transcriptase inhibitor (nNRTI) with activity against Human Immunodeficiency Virus Type 1 (HIV-1). Any patient experiencing severe rash or rash accompanied by symptoms such as fever, blistering, oral lesions, conjunctivitis, swelling, muscle or joint aches should discontinue medication and consult a physician. HIV-2 RT and eukaryotic DNA polymerases (such as human DNA polymerases alpha, beta, or sigma) are not inhibited by Delavirdine.

Structure

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

705
  Mrv0541 02231214562D          

 32 35  0  0  0  0            999 V2000
    2.3645    1.5132    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.7222    2.6401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.2276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    0.7986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5472   -0.2178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7222    1.2111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0031    2.5896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7222   -1.6468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7847   -0.9323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.1007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9597    0.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7222   -0.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5472    1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3097    0.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9597   -0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3097    1.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4846    1.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5472   -1.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0031    1.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3097   -2.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9597   -2.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1972   -1.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7847   -2.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4846   -2.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7222   -3.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1  4  2  0  0  0  0
  1 10  1  0  0  0  0
  1 32  1  0  0  0  0
  2 16  2  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  5 15  1  0  0  0  0
  6 13  1  0  0  0  0
  6 14  1  0  0  0  0
  6 16  1  0  0  0  0
  7 17  1  0  0  0  0
  7 21  1  0  0  0  0
  8 18  1  0  0  0  0
  8 22  1  0  0  0  0
  9 15  1  0  0  0  0
  9 26  2  0  0  0  0
 10 27  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 15 18  2  0  0  0  0
 16 17  1  0  0  0  0
 17 19  2  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 24  1  0  0  0  0
 21 25  1  0  0  0  0
 22 30  1  0  0  0  0
 22 31  1  0  0  0  0
 23 28  2  0  0  0  0
 24 27  2  0  0  0  0
 25 29  2  0  0  0  0
 26 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END

HMDB0014843
     RDKit          3D
Delavirdine
 60 63  0  0  0  0  0  0  0  0999 V2000
   -7.5610    1.0595    0.6551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3221    0.9025    1.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4835   -0.1161    2.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1500    0.5648    0.7336 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9456   -0.5921   -0.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0043   -1.5012   -0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8459   -2.6361   -0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6337   -2.8065   -1.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6468   -1.9235   -1.4604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7576   -0.8014   -0.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6769    0.0937   -0.5215 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392    0.0494    0.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4360    0.2488    0.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2101    1.4024   -0.3536 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9955    1.9310   -0.7930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9454    3.0008   -1.5216 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3305    1.4424   -0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6934    0.3222    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0807    0.2149    0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9611   -0.7058    0.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3413   -0.5695    0.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1797   -1.5551    1.0620 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5139   -2.3055    0.2792 S   0  0  0  0  0  6  0  0  0  0  0  0
    9.7629   -1.1258   -0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9858   -3.0068   -0.9519 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1230   -3.3183    1.1940 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7840    0.5042   -0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9113    1.4301   -0.7370 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5333    1.2967   -0.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4935    2.0365   -0.9838 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4411    2.1234   -0.7975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2456    1.0552   -1.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4081    0.4363    0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8325    2.1577    0.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3011    0.8708   -0.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1154    1.8914    1.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3101    0.3944    3.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7272   -0.9335    2.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4699   -0.5819    2.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3631    1.2626    0.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9291   -1.3256    0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6754   -3.3253   -1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5316   -3.7095   -2.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2240    0.8232    1.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0883   -0.9344    1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0961    0.3122    1.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1174   -0.6493   -0.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920   -0.4196    0.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5739   -1.5471    1.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9645   -1.8523    2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6176   -0.7209   -1.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7552   -1.6394   -0.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7862   -0.3657    0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8647    0.6401   -0.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2828    2.2616   -1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5508    2.9090   -1.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2064    2.9051   -1.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0170    2.4727    0.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0434    1.4559   -2.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5598    0.4962   -2.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 23 26  2  0
 21 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 14 31  1  0
 31 32  1  0
 10  5  1  0
 32 11  1  0
 30 17  1  0
 29 19  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 18 48  1  0
 20 49  1  0
 22 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 27 54  1  0
 28 55  1  0
 30 56  1  0
 31 57  1  0
 31 58  1  0
 32 59  1  0
 32 60  1  0
M  END

705
  Mrv0541 02231214562D          

 32 35  0  0  0  0            999 V2000
    2.3645    1.5132    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.7222    2.6401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.2276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    0.7986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5472   -0.2178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7222    1.2111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0031    2.5896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7222   -1.6468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7847   -0.9323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.1007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9597    0.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7222   -0.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5472    1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3097    0.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9597   -0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3097    1.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4846    1.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5472   -1.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0031    1.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3097   -2.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9597   -2.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1972   -1.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7847   -2.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4846   -2.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7222   -3.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1  4  2  0  0  0  0
  1 10  1  0  0  0  0
  1 32  1  0  0  0  0
  2 16  2  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  5 15  1  0  0  0  0
  6 13  1  0  0  0  0
  6 14  1  0  0  0  0
  6 16  1  0  0  0  0
  7 17  1  0  0  0  0
  7 21  1  0  0  0  0
  8 18  1  0  0  0  0
  8 22  1  0  0  0  0
  9 15  1  0  0  0  0
  9 26  2  0  0  0  0
 10 27  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 15 18  2  0  0  0  0
 16 17  1  0  0  0  0
 17 19  2  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 24  1  0  0  0  0
 21 25  1  0  0  0  0
 22 30  1  0  0  0  0
 22 31  1  0  0  0  0
 23 28  2  0  0  0  0
 24 27  2  0  0  0  0
 25 29  2  0  0  0  0
 26 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014843

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)NC1=C(N=CC=C1)N1CCN(CC1)C(=O)C1=CC2=C(N1)C=CC(NS(C)(=O)=O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C22H28N6O3S/c1-15(2)24-19-5-4-8-23-21(19)27-9-11-28(12-10-27)22(29)20-14-16-13-17(26-32(3,30)31)6-7-18(16)25-20/h4-8,13-15,24-26H,9-12H2,1-3H3

> <INCHI_KEY>
WHBIGIKBNXZKFE-UHFFFAOYSA-N

> <FORMULA>
C22H28N6O3S

> <MOLECULAR_WEIGHT>
456.561

> <EXACT_MASS>
456.194359482

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
50.01429787157529

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[2-(4-{3-[(propan-2-yl)amino]pyridin-2-yl}piperazine-1-carbonyl)-1H-indol-5-yl]methanesulfonamide

> <ALOGPS_LOGP>
2.77

> <JCHEM_LOGP>
1.0243265383333338

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.406612246691395

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.392162229044283

> <JCHEM_PKA_STRONGEST_BASIC>
6.815334009265415

> <JCHEM_POLAR_SURFACE_AREA>
110.43

> <JCHEM_REFRACTIVITY>
126.64340000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.60e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
delavirdine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014843
     RDKit          3D
Delavirdine
 60 63  0  0  0  0  0  0  0  0999 V2000
   -7.5610    1.0595    0.6551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3221    0.9025    1.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4835   -0.1161    2.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1500    0.5648    0.7336 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9456   -0.5921   -0.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0043   -1.5012   -0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8459   -2.6361   -0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6337   -2.8065   -1.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6468   -1.9235   -1.4604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7576   -0.8014   -0.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6769    0.0937   -0.5215 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392    0.0494    0.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4360    0.2488    0.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2101    1.4024   -0.3536 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9955    1.9310   -0.7930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9454    3.0008   -1.5216 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3305    1.4424   -0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6934    0.3222    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0807    0.2149    0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9611   -0.7058    0.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3413   -0.5695    0.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1797   -1.5551    1.0620 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5139   -2.3055    0.2792 S   0  0  0  0  0  6  0  0  0  0  0  0
    9.7629   -1.1258   -0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9858   -3.0068   -0.9519 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1230   -3.3183    1.1940 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7840    0.5042   -0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9113    1.4301   -0.7370 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5333    1.2967   -0.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4935    2.0365   -0.9838 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4411    2.1234   -0.7975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2456    1.0552   -1.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4081    0.4363    0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8325    2.1577    0.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3011    0.8708   -0.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1154    1.8914    1.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3101    0.3944    3.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7272   -0.9335    2.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4699   -0.5819    2.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3631    1.2626    0.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9291   -1.3256    0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6754   -3.3253   -1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5316   -3.7095   -2.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2240    0.8232    1.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0883   -0.9344    1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0961    0.3122    1.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1174   -0.6493   -0.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920   -0.4196    0.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5739   -1.5471    1.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9645   -1.8523    2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6176   -0.7209   -1.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7552   -1.6394   -0.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7862   -0.3657    0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8647    0.6401   -0.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2828    2.2616   -1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5508    2.9090   -1.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2064    2.9051   -1.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0170    2.4727    0.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0434    1.4559   -2.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5598    0.4962   -2.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 23 26  2  0
 21 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 14 31  1  0
 31 32  1  0
 10  5  1  0
 32 11  1  0
 30 17  1  0
 29 19  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 18 48  1  0
 20 49  1  0
 22 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 27 54  1  0
 28 55  1  0
 30 56  1  0
 31 57  1  0
 31 58  1  0
 32 59  1  0
 32 60  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 705                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       4.414   2.825   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      14.415   4.928   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.184   4.158   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.644   1.491   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      15.955  -0.407   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      14.415   2.261   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      11.206   4.834   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      14.415  -3.074   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      18.265  -1.740   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       5.748   2.055   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      16.725   0.927   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.415  -0.407   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.955   2.261   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.645   0.927   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.725  -1.740   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.645   3.595   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.105   3.595   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.955  -3.074   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.206   2.355   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.748   2.825   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.748   4.365   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.645  -4.408   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.725  -4.408   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.415   2.055   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.415   5.135   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      19.035  -3.074   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.081   2.825   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.265  -4.408   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.081   4.365   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.105  -4.408   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.415  -5.741   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.080   3.595   0.000  0.00  0.00           C+0
CONECT    1    3    4   10   32                                             
CONECT    2   16                                                            
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5   11   12   15                                                  
CONECT    6   13   14   16                                                  
CONECT    7   17   21                                                       
CONECT    8   18   22                                                       
CONECT    9   15   26                                                       
CONECT   10    1   27                                                       
CONECT   11    5   13                                                       
CONECT   12    5   14                                                       
CONECT   13    6   11                                                       
CONECT   14    6   12                                                       
CONECT   15    5    9   18                                                  
CONECT   16    2    6   17                                                  
CONECT   17    7   16   19                                                  
CONECT   18    8   15   23                                                  
CONECT   19   17   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21    7   20   25                                                  
CONECT   22    8   30   31                                                  
CONECT   23   18   28                                                       
CONECT   24   20   27                                                       
CONECT   25   21   29                                                       
CONECT   26    9   28                                                       
CONECT   27   10   24   29                                                  
CONECT   28   23   26                                                       
CONECT   29   25   27                                                       
CONECT   30   22                                                            
CONECT   31   22                                                            
CONECT   32    1                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0014843
HETATM    1  C1  UNL     1      -7.561   1.060   0.655  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.322   0.903   1.489  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.483  -0.116   2.590  1.00  0.00           C  
HETATM    4  N1  UNL     1      -5.150   0.565   0.734  1.00  0.00           N  
HETATM    5  C4  UNL     1      -4.946  -0.592  -0.043  1.00  0.00           C  
HETATM    6  C5  UNL     1      -6.004  -1.501  -0.168  1.00  0.00           C  
HETATM    7  C6  UNL     1      -5.846  -2.636  -0.966  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.634  -2.806  -1.601  1.00  0.00           C  
HETATM    9  N2  UNL     1      -3.647  -1.923  -1.460  1.00  0.00           N  
HETATM   10  C8  UNL     1      -3.758  -0.801  -0.691  1.00  0.00           C  
HETATM   11  N3  UNL     1      -2.677   0.094  -0.522  1.00  0.00           N  
HETATM   12  C9  UNL     1      -1.939   0.049   0.724  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.436   0.249   0.468  1.00  0.00           C  
HETATM   14  N4  UNL     1      -0.210   1.402  -0.354  1.00  0.00           N  
HETATM   15  C11 UNL     1       0.996   1.931  -0.793  1.00  0.00           C  
HETATM   16  O1  UNL     1       0.945   3.001  -1.522  1.00  0.00           O  
HETATM   17  C12 UNL     1       2.330   1.442  -0.543  1.00  0.00           C  
HETATM   18  C13 UNL     1       2.693   0.322   0.140  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.081   0.215   0.129  1.00  0.00           C  
HETATM   20  C15 UNL     1       4.961  -0.706   0.658  1.00  0.00           C  
HETATM   21  C16 UNL     1       6.341  -0.569   0.495  1.00  0.00           C  
HETATM   22  N5  UNL     1       7.180  -1.555   1.062  1.00  0.00           N  
HETATM   23  S1  UNL     1       8.514  -2.305   0.279  1.00  0.00           S  
HETATM   24  C17 UNL     1       9.763  -1.126  -0.155  1.00  0.00           C  
HETATM   25  O2  UNL     1       7.986  -3.007  -0.952  1.00  0.00           O  
HETATM   26  O3  UNL     1       9.123  -3.318   1.194  1.00  0.00           O  
HETATM   27  C18 UNL     1       6.784   0.504  -0.204  1.00  0.00           C  
HETATM   28  C19 UNL     1       5.911   1.430  -0.737  1.00  0.00           C  
HETATM   29  C20 UNL     1       4.533   1.297  -0.577  1.00  0.00           C  
HETATM   30  N6  UNL     1       3.493   2.037  -0.984  1.00  0.00           N  
HETATM   31  C21 UNL     1      -1.441   2.123  -0.798  1.00  0.00           C  
HETATM   32  C22 UNL     1      -2.246   1.055  -1.497  1.00  0.00           C  
HETATM   33  H1  UNL     1      -8.408   0.436   0.964  1.00  0.00           H  
HETATM   34  H2  UNL     1      -7.832   2.158   0.664  1.00  0.00           H  
HETATM   35  H3  UNL     1      -7.301   0.871  -0.416  1.00  0.00           H  
HETATM   36  H4  UNL     1      -6.115   1.891   1.993  1.00  0.00           H  
HETATM   37  H5  UNL     1      -6.310   0.394   3.559  1.00  0.00           H  
HETATM   38  H6  UNL     1      -5.727  -0.933   2.521  1.00  0.00           H  
HETATM   39  H7  UNL     1      -7.470  -0.582   2.532  1.00  0.00           H  
HETATM   40  H8  UNL     1      -4.363   1.263   0.751  1.00  0.00           H  
HETATM   41  H9  UNL     1      -6.929  -1.326   0.353  1.00  0.00           H  
HETATM   42  H10 UNL     1      -6.675  -3.325  -1.051  1.00  0.00           H  
HETATM   43  H11 UNL     1      -4.532  -3.709  -2.227  1.00  0.00           H  
HETATM   44  H12 UNL     1      -2.224   0.823   1.460  1.00  0.00           H  
HETATM   45  H13 UNL     1      -2.088  -0.934   1.213  1.00  0.00           H  
HETATM   46  H14 UNL     1       0.096   0.312   1.425  1.00  0.00           H  
HETATM   47  H15 UNL     1      -0.117  -0.649  -0.073  1.00  0.00           H  
HETATM   48  H16 UNL     1       2.092  -0.420   0.633  1.00  0.00           H  
HETATM   49  H17 UNL     1       4.574  -1.547   1.209  1.00  0.00           H  
HETATM   50  H18 UNL     1       6.964  -1.852   2.051  1.00  0.00           H  
HETATM   51  H19 UNL     1       9.618  -0.721  -1.168  1.00  0.00           H  
HETATM   52  H20 UNL     1      10.755  -1.639  -0.120  1.00  0.00           H  
HETATM   53  H21 UNL     1       9.786  -0.366   0.648  1.00  0.00           H  
HETATM   54  H22 UNL     1       7.865   0.640  -0.346  1.00  0.00           H  
HETATM   55  H23 UNL     1       6.283   2.262  -1.282  1.00  0.00           H  
HETATM   56  H24 UNL     1       3.551   2.909  -1.535  1.00  0.00           H  
HETATM   57  H25 UNL     1      -1.206   2.905  -1.515  1.00  0.00           H  
HETATM   58  H26 UNL     1      -2.017   2.473   0.072  1.00  0.00           H  
HETATM   59  H27 UNL     1      -3.043   1.456  -2.137  1.00  0.00           H  
HETATM   60  H28 UNL     1      -1.560   0.496  -2.199  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    4   36
CONECT    3   37   38   39
CONECT    4    5   40
CONECT    5    6    6   10
CONECT    6    7   41
CONECT    7    8    8   42
CONECT    8    9   43
CONECT    9   10   10
CONECT   10   11
CONECT   11   12   32
CONECT   12   13   44   45
CONECT   13   14   46   47
CONECT   14   15   31
CONECT   15   16   16   17
CONECT   17   18   18   30
CONECT   18   19   48
CONECT   19   20   20   29
CONECT   20   21   49
CONECT   21   22   27   27
CONECT   22   23   50
CONECT   23   24   25   25   26
CONECT   23   26
CONECT   24   51   52   53
CONECT   27   28   54
CONECT   28   29   29   55
CONECT   29   30
CONECT   30   56
CONECT   31   32   57   58
CONECT   32   59   60
END

HMDB0014843
     RDKit          3D
Delavirdine
 60 63  0  0  0  0  0  0  0  0999 V2000
   -7.5610    1.0595    0.6551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3221    0.9025    1.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4835   -0.1161    2.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1500    0.5648    0.7336 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9456   -0.5921   -0.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0043   -1.5012   -0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8459   -2.6361   -0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6337   -2.8065   -1.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6468   -1.9235   -1.4604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7576   -0.8014   -0.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6769    0.0937   -0.5215 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392    0.0494    0.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4360    0.2488    0.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2101    1.4024   -0.3536 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9955    1.9310   -0.7930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9454    3.0008   -1.5216 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3305    1.4424   -0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6934    0.3222    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0807    0.2149    0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9611   -0.7058    0.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3413   -0.5695    0.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1797   -1.5551    1.0620 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5139   -2.3055    0.2792 S   0  0  0  0  0  6  0  0  0  0  0  0
    9.7629   -1.1258   -0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9858   -3.0068   -0.9519 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1230   -3.3183    1.1940 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7840    0.5042   -0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9113    1.4301   -0.7370 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5333    1.2967   -0.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4935    2.0365   -0.9838 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4411    2.1234   -0.7975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2456    1.0552   -1.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4081    0.4363    0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8325    2.1577    0.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3011    0.8708   -0.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1154    1.8914    1.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3101    0.3944    3.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7272   -0.9335    2.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4699   -0.5819    2.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3631    1.2626    0.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9291   -1.3256    0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6754   -3.3253   -1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5316   -3.7095   -2.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2240    0.8232    1.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0883   -0.9344    1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0961    0.3122    1.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1174   -0.6493   -0.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920   -0.4196    0.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5739   -1.5471    1.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9645   -1.8523    2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6176   -0.7209   -1.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7552   -1.6394   -0.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7862   -0.3657    0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8647    0.6401   -0.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2828    2.2616   -1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5508    2.9090   -1.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2064    2.9051   -1.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0170    2.4727    0.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0434    1.4559   -2.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5598    0.4962   -2.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 23 26  2  0
 21 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 14 31  1  0
 31 32  1  0
 10  5  1  0
 32 11  1  0
 30 17  1  0
 29 19  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 18 48  1  0
 20 49  1  0
 22 50  1  0
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 24 52  1  0
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 27 54  1  0
 28 55  1  0
 30 56  1  0
 31 57  1  0
 31 58  1  0
 32 59  1  0
 32 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(N-[2-[4-[3-(1-Methylethylamino)pyridin-2-yl]piperazin-1-yl]carbonyl-1H-indol-5-yl] methanesulfonamide)	ChEBI
1-(3-((1-Methylethyl)amino)-2-pyridinyl)-4-((5-((methylsulfonyl)amino)-1H-indol-2-yl)carbonyl)piperazine	ChEBI
2-(4-(5-Methanesulfonamido-1H-indol-2-ylcarbonyl)-1-piperazinyl)-N-(1-methylethyl)-3-pyridinamine	ChEBI
N-(2-(1-(3-(Isopropylamino)pyridin-2-yl)piperazine-4-carbonyl)-1H-indol-5-yl)methanesulfonamide	ChEBI
N-{2-[4-(3-isopropylamino-pyridin-2-yl)-piperazine-1-carbonyl]-1H-indol-5-yl}-methanesulfonamide	ChEBI
(N-[2-[4-[3-(1-Methylethylamino)pyridin-2-yl]piperazin-1-yl]carbonyl-1H-indol-5-yl] methanesulphonamide)	Generator
1-(3-((1-Methylethyl)amino)-2-pyridinyl)-4-((5-((methylsulphonyl)amino)-1H-indol-2-yl)carbonyl)piperazine	Generator
2-(4-(5-Methanesulphonamido-1H-indol-2-ylcarbonyl)-1-piperazinyl)-N-(1-methylethyl)-3-pyridinamine	Generator
N-(2-(1-(3-(Isopropylamino)pyridin-2-yl)piperazine-4-carbonyl)-1H-indol-5-yl)methanesulphonamide	Generator
N-{2-[4-(3-isopropylamino-pyridin-2-yl)-piperazine-1-carbonyl]-1H-indol-5-yl}-methanesulphonamide	Generator
Mesylate, delavirdine	HMDB
Pfizer brand OF delavirdine mesilate	HMDB
Delavirdine mesylate	HMDB
Rescriptor	HMDB

Chemical Formula

C₂₂H₂₈N₆O₃S

Average Molecular Weight

456.561

Monoisotopic Molecular Weight

456.194359482

IUPAC Name

N-[2-(4-{3-[(propan-2-yl)amino]pyridin-2-yl}piperazine-1-carbonyl)-1H-indol-5-yl]methanesulfonamide

Traditional Name

delavirdine

CAS Registry Number

136817-59-9

SMILES

CC(C)NC1=C(N=CC=C1)N1CCN(CC1)C(=O)C1=CC2=C(N1)C=CC(NS(C)(=O)=O)=C2

InChI Identifier

InChI=1S/C22H28N6O3S/c1-15(2)24-19-5-4-8-23-21(19)27-9-11-28(12-10-27)22(29)20-14-16-13-17(26-32(3,30)31)6-7-18(16)25-20/h4-8,13-15,24-26H,9-12H2,1-3H3

InChI Key

WHBIGIKBNXZKFE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine 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

Phenylalanine and derivatives

Alternative Parents

Substituents

Phenylalanine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
3-phenylpropanoic-acid
Amphetamine or derivatives
Aromatic monoterpenoid
P-menthane monoterpenoid
Monocyclic monoterpenoid
Monoterpenoid
Monocyclic benzene moiety
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014843)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Delavirdine Action Pathway (PathBank: SMP0000738)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	226 - 228 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.086 g/L	Not Available
LogP	2.8	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.086 g/L	ALOGPS
logP	2.77	ALOGPS
logP	1.02	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.39	ChemAxon
pKa (Strongest Basic)	6.82	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	110.43 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	126.64 m³·mol⁻¹	ChemAxon
Polarizability	50.01 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	208.12	31661259
DarkChem	[M-H]-	207.385	31661259
DeepCCS	[M+H]+	200.652	30932474
DeepCCS	[M-H]-	198.256	30932474
DeepCCS	[M-2H]-	231.138	30932474
DeepCCS	[M+Na]+	206.564	30932474
AllCCS	[M+H]+	209.6	32859911
AllCCS	[M+H-H2O]+	207.5	32859911
AllCCS	[M+NH4]+	211.5	32859911
AllCCS	[M+Na]+	212.0	32859911
AllCCS	[M-H]-	201.5	32859911
AllCCS	[M+Na-2H]-	202.4	32859911
AllCCS	[M+HCOO]-	203.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Delavirdine	CC(C)NC1=C(N=CC=C1)N1CCN(CC1)C(=O)C1=CC2=C(N1)C=CC(NS(C)(=O)=O)=C2	5395.0	Standard polar	33892256
Delavirdine	CC(C)NC1=C(N=CC=C1)N1CCN(CC1)C(=O)C1=CC2=C(N1)C=CC(NS(C)(=O)=O)=C2	4191.3	Standard non polar	33892256
Delavirdine	CC(C)NC1=C(N=CC=C1)N1CCN(CC1)C(=O)C1=CC2=C(N1)C=CC(NS(C)(=O)=O)=C2	4389.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Delavirdine,1TMS,isomer #1	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C	4245.9	Semi standard non polar	33892256
Delavirdine,1TMS,isomer #1	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C	3766.6	Standard non polar	33892256
Delavirdine,1TMS,isomer #1	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C	5551.1	Standard polar	33892256
Delavirdine,1TMS,isomer #2	CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC1	4277.6	Semi standard non polar	33892256
Delavirdine,1TMS,isomer #2	CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC1	3735.6	Standard non polar	33892256
Delavirdine,1TMS,isomer #2	CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC1	5725.4	Standard polar	33892256
Delavirdine,1TMS,isomer #3	CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC1	4208.9	Semi standard non polar	33892256
Delavirdine,1TMS,isomer #3	CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC1	3749.9	Standard non polar	33892256
Delavirdine,1TMS,isomer #3	CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC1	5657.1	Standard polar	33892256
Delavirdine,2TMS,isomer #1	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C	4025.7	Semi standard non polar	33892256
Delavirdine,2TMS,isomer #1	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C	3889.0	Standard non polar	33892256
Delavirdine,2TMS,isomer #1	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C	5123.6	Standard polar	33892256
Delavirdine,2TMS,isomer #2	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC1)[Si](C)(C)C	4126.6	Semi standard non polar	33892256
Delavirdine,2TMS,isomer #2	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC1)[Si](C)(C)C	3839.5	Standard non polar	33892256
Delavirdine,2TMS,isomer #2	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC1)[Si](C)(C)C	5106.2	Standard polar	33892256
Delavirdine,2TMS,isomer #3	CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC1	4102.3	Semi standard non polar	33892256
Delavirdine,2TMS,isomer #3	CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC1	3852.6	Standard non polar	33892256
Delavirdine,2TMS,isomer #3	CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC1	5299.4	Standard polar	33892256
Delavirdine,3TMS,isomer #1	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC1)[Si](C)(C)C	4002.3	Semi standard non polar	33892256
Delavirdine,3TMS,isomer #1	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC1)[Si](C)(C)C	3969.9	Standard non polar	33892256
Delavirdine,3TMS,isomer #1	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C)CC1)[Si](C)(C)C	4801.0	Standard polar	33892256
Delavirdine,1TBDMS,isomer #1	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C(C)(C)C	4451.3	Semi standard non polar	33892256
Delavirdine,1TBDMS,isomer #1	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C(C)(C)C	4014.4	Standard non polar	33892256
Delavirdine,1TBDMS,isomer #1	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C(C)(C)C	5523.5	Standard polar	33892256
Delavirdine,1TBDMS,isomer #2	CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1	4461.1	Semi standard non polar	33892256
Delavirdine,1TBDMS,isomer #2	CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1	3971.8	Standard non polar	33892256
Delavirdine,1TBDMS,isomer #2	CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1	5663.3	Standard polar	33892256
Delavirdine,1TBDMS,isomer #3	CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC1	4385.5	Semi standard non polar	33892256
Delavirdine,1TBDMS,isomer #3	CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC1	3980.8	Standard non polar	33892256
Delavirdine,1TBDMS,isomer #3	CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC1	5635.2	Standard polar	33892256
Delavirdine,2TBDMS,isomer #1	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C(C)(C)C	4410.4	Semi standard non polar	33892256
Delavirdine,2TBDMS,isomer #1	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C(C)(C)C	4364.0	Standard non polar	33892256
Delavirdine,2TBDMS,isomer #1	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3[NH]2)CC1)[Si](C)(C)C(C)(C)C	5117.4	Standard polar	33892256
Delavirdine,2TBDMS,isomer #2	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1)[Si](C)(C)C(C)(C)C	4510.1	Semi standard non polar	33892256
Delavirdine,2TBDMS,isomer #2	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1)[Si](C)(C)C(C)(C)C	4336.1	Standard non polar	33892256
Delavirdine,2TBDMS,isomer #2	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(NS(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1)[Si](C)(C)C(C)(C)C	5076.2	Standard polar	33892256
Delavirdine,2TBDMS,isomer #3	CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1	4446.8	Semi standard non polar	33892256
Delavirdine,2TBDMS,isomer #3	CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1	4312.3	Standard non polar	33892256
Delavirdine,2TBDMS,isomer #3	CC(C)NC1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1	5268.7	Standard polar	33892256
Delavirdine,3TBDMS,isomer #1	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1)[Si](C)(C)C(C)(C)C	4541.6	Semi standard non polar	33892256
Delavirdine,3TBDMS,isomer #1	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1)[Si](C)(C)C(C)(C)C	4657.4	Standard non polar	33892256
Delavirdine,3TBDMS,isomer #1	CC(C)N(C1=CC=CN=C1N1CCN(C(=O)C2=CC3=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1)[Si](C)(C)C(C)(C)C	4849.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Delavirdine GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-1869800000-919b00dc1b3b74381f73	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Delavirdine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delavirdine 10V, Positive-QTOF	splash10-0bt9-1149800000-a0f76f90872cbd99d53c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delavirdine 20V, Positive-QTOF	splash10-03di-1219000000-cb09ea0c014410a3499e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delavirdine 40V, Positive-QTOF	splash10-001r-2920000000-12fdf4d7579108e38ed2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delavirdine 10V, Negative-QTOF	splash10-0a6r-7011900000-47425ff75ae0b4e2aab5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delavirdine 20V, Negative-QTOF	splash10-004i-9121100000-a64588514bc1394a9cf5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delavirdine 40V, Negative-QTOF	splash10-004i-9200000000-116fecaf8ef4fa6935bc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delavirdine 10V, Positive-QTOF	splash10-0a4i-0000900000-75f8f7bd14bf867bf702	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delavirdine 20V, Positive-QTOF	splash10-0a4i-0010900000-5d8c991ffb8be5810226	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delavirdine 40V, Positive-QTOF	splash10-0079-1933300000-5ce651b88994073e97ed	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delavirdine 10V, Negative-QTOF	splash10-0a4i-0010900000-6d8ef33136c03f3466f9	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delavirdine 20V, Negative-QTOF	splash10-06r2-0008900000-4a049c134472e688dda8	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delavirdine 40V, Negative-QTOF	splash10-004i-9652200000-831ce982d916abfa0628	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Delavirdine Action Pathway		Not Available

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 DB00705	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00705	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00705

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5423

KEGG Compound ID

C06941

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Delavirdine

METLIN ID

Not Available

PubChem Compound

5625

PDB ID

SPP

ChEBI ID

119573

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

Not Available

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

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 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Voorman RL, Maio SM, Payne NA, Zhao Z, Koeplinger KA, Wang X: Microsomal metabolism of delavirdine: evidence for mechanism-based inactivation of human cytochrome P450 3A. J Pharmacol Exp Ther. 1998 Oct;287(1):381-8. [PubMed:9765359 ]

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

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

4. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

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 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

5. Cytochrome P450 3A5

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.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

Enzyme Details

6. Cytochrome P450 3A7

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.
Gene Name:: CYP3A7
Uniprot ID:: P24462
Molecular weight:: 57525.03

Enzyme Details

7. Cytochrome P450 1A2

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. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

8. Cytochrome P450 2C8

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. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:: CYP2C8
Uniprot ID:: P10632
Molecular weight:: 55824.275

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Showing metabocard for Delavirdine (HMDB0014843)

MOL for HMDB0014843 (Delavirdine)

3D MOL for HMDB0014843 (Delavirdine)

3D SDF for HMDB0014843 (Delavirdine)

3D-SDF for HMDB0014843 (Delavirdine)

PDB for HMDB0014843 (Delavirdine)

3D PDB for HMDB0014843 (Delavirdine)

SMILES for HMDB0014843 (Delavirdine)

INCHI for HMDB0014843 (Delavirdine)

Structure for HMDB0014843 (Delavirdine)

3D Structure for HMDB0014843 (Delavirdine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References