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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:12:06 UTC

Update Date

2021-09-14 14:58:46 UTC

HMDB ID

HMDB0061005

Secondary Accession Numbers

HMDB61005

Metabolite Identification

Common Name

repaglinide aromatic amine

Description

repaglinide aromatic amine belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids. repaglinide aromatic amine is a strong basic compound (based on its pKa). It is sold in Japan by Dainippon Sumitomo Pharma. Repaglinide is for the treatment of type II diabetes. repaglinide aromatic amine is a metabolite of repaglinide. It is supplied by Novo Nordisk. Repaglinide belongs to the meglitinide class of blood glucose-lowering drugs.

Structure

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


  Mrv0541 07091309122D          

 28 29  0  0  0  0            999 V2000
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  2  0  0  0  0
 14  2  1  0  0  0  0
 14  3  1  0  0  0  0
 14 11  1  0  0  0  0
 15  9  1  0  0  0  0
 15 12  2  0  0  0  0
 15 13  1  0  0  0  0
 16  7  2  0  0  0  0
 17 10  1  0  0  0  0
 18  8  2  0  0  0  0
 18 16  1  0  0  0  0
 19 11  1  0  0  0  0
 19 16  1  0  0  0  0
 20 12  1  0  0  0  0
 20 17  2  0  0  0  0
 21 13  1  0  0  0  0
 22 17  1  0  0  0  0
 23 18  1  0  0  0  0
 24 19  1  4  0  0  0
 24 21  2  0  0  0  0
 25 21  1  0  0  0  0
 26 22  2  0  0  0  0
 27 22  1  0  0  0  0
 28  4  1  0  0  0  0
 28 20  1  0  0  0  0
M  END

HMDB0061005
     RDKit          3D
repaglinide aromatic amine
 56 57  0  0  0  0  0  0  0  0999 V2000
    6.4973   -0.9405    2.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4148   -0.9162    1.7170 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3689    0.3508    0.9820 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2304    0.4786    0.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2865   -0.4183    0.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1145   -0.3568   -0.7010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089   -1.4113   -0.6360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2349   -1.4503   -0.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4486   -1.8736   -2.3521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1199   -1.1905   -0.3448 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1861   -0.8663    0.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0720    0.5768    0.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1960    1.7230   -0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6091    1.8877   -0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9502    2.9755    0.8533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4225   -1.1861   -0.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5286   -0.8837   -1.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6395   -1.3161   -2.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6316   -2.0312   -1.7951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5885   -2.3796   -0.3910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4133   -1.8899    0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2998   -2.1737    1.6233 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9832    0.8007   -1.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9944    1.7398   -1.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1094    1.6736   -0.6258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1345    2.6565   -0.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9401    3.7035   -1.3242 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2342    2.6214    0.1952 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1624   -1.7176    3.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4669   -1.2271    2.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4737    0.0407    3.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4413   -1.0158    2.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5627   -1.7281    0.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3286   -1.3847    0.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7174   -2.3669   -1.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2251   -1.7226    0.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6466   -1.2243   -3.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -1.4375    1.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0609    0.6117    1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7736    0.7221    1.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5101    1.8347   -0.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2827    1.1776   -0.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0103    2.9120   -0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6830    1.8742   -1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6867    3.8200    0.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8874    3.0974    1.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1689    2.7400    1.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7741   -0.3126   -2.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6983   -1.0505   -3.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4763   -2.3762   -2.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3275   -2.9243    0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5985   -2.8063    2.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0077   -1.6904    2.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1245    0.9555   -2.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8439    2.6339   -2.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2980    2.6616    1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 11 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  6 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 25  4  1  0
 21 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  9 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 28 56  1  0
M  END


  Mrv0541 07091309122D          

 28 29  0  0  0  0            999 V2000
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  2  0  0  0  0
 14  2  1  0  0  0  0
 14  3  1  0  0  0  0
 14 11  1  0  0  0  0
 15  9  1  0  0  0  0
 15 12  2  0  0  0  0
 15 13  1  0  0  0  0
 16  7  2  0  0  0  0
 17 10  1  0  0  0  0
 18  8  2  0  0  0  0
 18 16  1  0  0  0  0
 19 11  1  0  0  0  0
 19 16  1  0  0  0  0
 20 12  1  0  0  0  0
 20 17  2  0  0  0  0
 21 13  1  0  0  0  0
 22 17  1  0  0  0  0
 23 18  1  0  0  0  0
 24 19  1  4  0  0  0
 24 21  2  0  0  0  0
 25 21  1  0  0  0  0
 26 22  2  0  0  0  0
 27 22  1  0  0  0  0
 28  4  1  0  0  0  0
 28 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061005

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC1=C(C=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N)=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H28N2O4/c1-4-28-20-12-15(9-10-17(20)22(26)27)13-21(25)24-19(11-14(2)3)16-7-5-6-8-18(16)23/h5-10,12,14,19H,4,11,13,23H2,1-3H3,(H,24,25)(H,26,27)

> <INCHI_KEY>
OSCVKZCOJUTUFD-UHFFFAOYSA-N

> <FORMULA>
C22H28N2O4

> <MOLECULAR_WEIGHT>
384.4687

> <EXACT_MASS>
384.204907394

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
42.06367206712922

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-({[1-(2-aminophenyl)-3-methylbutyl]-C-hydroxycarbonimidoyl}methyl)-2-ethoxybenzoic acid

> <ALOGPS_LOGP>
3.60

> <JCHEM_LOGP>
3.6736895013827153

> <ALOGPS_LOGS>
-4.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.158040824610509

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.94872280461216

> <JCHEM_PKA_STRONGEST_BASIC>
3.195121110656348

> <JCHEM_POLAR_SURFACE_AREA>
105.14000000000001

> <JCHEM_REFRACTIVITY>
110.47959999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.96e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-({[1-(2-aminophenyl)-3-methylbutyl]-C-hydroxycarbonimidoyl}methyl)-2-ethoxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061005
     RDKit          3D
repaglinide aromatic amine
 56 57  0  0  0  0  0  0  0  0999 V2000
    6.4973   -0.9405    2.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4148   -0.9162    1.7170 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3689    0.3508    0.9820 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2304    0.4786    0.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2865   -0.4183    0.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1145   -0.3568   -0.7010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089   -1.4113   -0.6360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2349   -1.4503   -0.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4486   -1.8736   -2.3521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1199   -1.1905   -0.3448 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1861   -0.8663    0.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0720    0.5768    0.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1960    1.7230   -0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6091    1.8877   -0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9502    2.9755    0.8533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4225   -1.1861   -0.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5286   -0.8837   -1.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6395   -1.3161   -2.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6316   -2.0312   -1.7951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5885   -2.3796   -0.3910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4133   -1.8899    0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2998   -2.1737    1.6233 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9832    0.8007   -1.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9944    1.7398   -1.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1094    1.6736   -0.6258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1345    2.6565   -0.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9401    3.7035   -1.3242 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2342    2.6214    0.1952 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1624   -1.7176    3.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4669   -1.2271    2.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4737    0.0407    3.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4413   -1.0158    2.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5627   -1.7281    0.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3286   -1.3847    0.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7174   -2.3669   -1.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2251   -1.7226    0.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6466   -1.2243   -3.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -1.4375    1.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0609    0.6117    1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7736    0.7221    1.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5101    1.8347   -0.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2827    1.1776   -0.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0103    2.9120   -0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6830    1.8742   -1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6867    3.8200    0.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8874    3.0974    1.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1689    2.7400    1.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7741   -0.3126   -2.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6983   -1.0505   -3.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4763   -2.3762   -2.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3275   -2.9243    0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5985   -2.8063    2.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0077   -1.6904    2.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1245    0.9555   -2.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8439    2.6339   -2.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2980    2.6616    1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 11 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  6 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 25  4  1  0
 21 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  9 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 28 56  1  0
M  END

HEADER    PROTEIN                                 09-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-13         0                                  
HETATM    1  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      -5.335   1.540   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   14                                                            
CONECT    3   14                                                            
CONECT    4    1   28                                                       
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5   16                                                       
CONECT    8    6   18                                                       
CONECT    9   10   15                                                       
CONECT   10    9   17                                                       
CONECT   11   14   19                                                       
CONECT   12   15   20                                                       
CONECT   13   15   21                                                       
CONECT   14    2    3   11                                                  
CONECT   15    9   12   13                                                  
CONECT   16    7   18   19                                                  
CONECT   17   10   20   22                                                  
CONECT   18    8   16   23                                                  
CONECT   19   11   16   24                                                  
CONECT   20   12   17   28                                                  
CONECT   21   13   24   25                                                  
CONECT   22   17   26   27                                                  
CONECT   23   18                                                            
CONECT   24   19   21                                                       
CONECT   25   21                                                            
CONECT   26   22                                                            
CONECT   27   22                                                            
CONECT   28    4   20                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

COMPND    HMDB0061005
HETATM    1  C1  UNL     1       6.497  -0.941   2.741  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.415  -0.916   1.717  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.369   0.351   0.982  1.00  0.00           O  
HETATM    4  C3  UNL     1       4.230   0.479   0.163  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.287  -0.418   0.096  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.114  -0.357  -0.701  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.209  -1.411  -0.636  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.235  -1.450  -0.989  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.449  -1.874  -2.352  1.00  0.00           O  
HETATM   10  N1  UNL     1      -1.120  -1.191  -0.345  1.00  0.00           N  
HETATM   11  C8  UNL     1      -2.186  -0.866   0.466  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.072   0.577   0.852  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.196   1.723  -0.013  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.609   1.888  -0.577  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.950   2.975   0.853  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.422  -1.186  -0.358  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.529  -0.884  -1.671  1.00  0.00           C  
HETATM   18  C15 UNL     1      -4.639  -1.316  -2.384  1.00  0.00           C  
HETATM   19  C16 UNL     1      -5.632  -2.031  -1.795  1.00  0.00           C  
HETATM   20  C17 UNL     1      -5.588  -2.380  -0.391  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.413  -1.890   0.182  1.00  0.00           C  
HETATM   22  N2  UNL     1      -4.300  -2.174   1.623  1.00  0.00           N  
HETATM   23  C19 UNL     1       1.983   0.801  -1.482  1.00  0.00           C  
HETATM   24  C20 UNL     1       2.994   1.740  -1.386  1.00  0.00           C  
HETATM   25  C21 UNL     1       4.109   1.674  -0.626  1.00  0.00           C  
HETATM   26  C22 UNL     1       5.135   2.657  -0.555  1.00  0.00           C  
HETATM   27  O3  UNL     1       4.940   3.703  -1.324  1.00  0.00           O  
HETATM   28  O4  UNL     1       6.234   2.621   0.195  1.00  0.00           O  
HETATM   29  H1  UNL     1       6.162  -1.718   3.524  1.00  0.00           H  
HETATM   30  H2  UNL     1       7.467  -1.227   2.375  1.00  0.00           H  
HETATM   31  H3  UNL     1       6.474   0.041   3.280  1.00  0.00           H  
HETATM   32  H4  UNL     1       4.441  -1.016   2.191  1.00  0.00           H  
HETATM   33  H5  UNL     1       5.563  -1.728   0.962  1.00  0.00           H  
HETATM   34  H6  UNL     1       3.329  -1.385   0.700  1.00  0.00           H  
HETATM   35  H7  UNL     1       1.717  -2.367  -1.032  1.00  0.00           H  
HETATM   36  H8  UNL     1       1.225  -1.723   0.523  1.00  0.00           H  
HETATM   37  H9  UNL     1      -0.647  -1.224  -3.073  1.00  0.00           H  
HETATM   38  H10 UNL     1      -2.229  -1.437   1.407  1.00  0.00           H  
HETATM   39  H11 UNL     1      -1.061   0.612   1.406  1.00  0.00           H  
HETATM   40  H12 UNL     1      -2.774   0.722   1.757  1.00  0.00           H  
HETATM   41  H13 UNL     1      -1.510   1.835  -0.881  1.00  0.00           H  
HETATM   42  H14 UNL     1      -4.283   1.178  -0.052  1.00  0.00           H  
HETATM   43  H15 UNL     1      -4.010   2.912  -0.265  1.00  0.00           H  
HETATM   44  H16 UNL     1      -3.683   1.874  -1.659  1.00  0.00           H  
HETATM   45  H17 UNL     1      -1.687   3.820   0.218  1.00  0.00           H  
HETATM   46  H18 UNL     1      -2.887   3.097   1.413  1.00  0.00           H  
HETATM   47  H19 UNL     1      -1.169   2.740   1.624  1.00  0.00           H  
HETATM   48  H20 UNL     1      -2.774  -0.313  -2.233  1.00  0.00           H  
HETATM   49  H21 UNL     1      -4.698  -1.050  -3.466  1.00  0.00           H  
HETATM   50  H22 UNL     1      -6.476  -2.376  -2.343  1.00  0.00           H  
HETATM   51  H23 UNL     1      -6.328  -2.924   0.069  1.00  0.00           H  
HETATM   52  H24 UNL     1      -3.598  -2.806   2.014  1.00  0.00           H  
HETATM   53  H25 UNL     1      -5.008  -1.690   2.207  1.00  0.00           H  
HETATM   54  H26 UNL     1       1.125   0.956  -2.130  1.00  0.00           H  
HETATM   55  H27 UNL     1       2.844   2.634  -2.021  1.00  0.00           H  
HETATM   56  H28 UNL     1       6.298   2.662   1.200  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4
CONECT    4    5    5   25
CONECT    5    6   34
CONECT    6    7   23   23
CONECT    7    8   35   36
CONECT    8    9   10   10
CONECT    9   37
CONECT   10   11
CONECT   11   12   16   38
CONECT   12   13   39   40
CONECT   13   14   15   41
CONECT   14   42   43   44
CONECT   15   45   46   47
CONECT   16   17   17   21
CONECT   17   18   48
CONECT   18   19   19   49
CONECT   19   20   50
CONECT   20   21   21   51
CONECT   21   22
CONECT   22   52   53
CONECT   23   24   54
CONECT   24   25   25   55
CONECT   25   26
CONECT   26   27   27   28
CONECT   28   56
END

HMDB0061005
     RDKit          3D
repaglinide aromatic amine
 56 57  0  0  0  0  0  0  0  0999 V2000
    6.4973   -0.9405    2.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4148   -0.9162    1.7170 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3689    0.3508    0.9820 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2304    0.4786    0.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2865   -0.4183    0.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1145   -0.3568   -0.7010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089   -1.4113   -0.6360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2349   -1.4503   -0.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4486   -1.8736   -2.3521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1199   -1.1905   -0.3448 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1861   -0.8663    0.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0720    0.5768    0.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1960    1.7230   -0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6091    1.8877   -0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9502    2.9755    0.8533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4225   -1.1861   -0.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5286   -0.8837   -1.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6395   -1.3161   -2.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6316   -2.0312   -1.7951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5885   -2.3796   -0.3910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4133   -1.8899    0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2998   -2.1737    1.6233 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9832    0.8007   -1.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9944    1.7398   -1.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1094    1.6736   -0.6258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1345    2.6565   -0.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9401    3.7035   -1.3242 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2342    2.6214    0.1952 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1624   -1.7176    3.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4669   -1.2271    2.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4737    0.0407    3.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4413   -1.0158    2.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5627   -1.7281    0.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3286   -1.3847    0.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7174   -2.3669   -1.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2251   -1.7226    0.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6466   -1.2243   -3.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -1.4375    1.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0609    0.6117    1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7736    0.7221    1.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5101    1.8347   -0.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2827    1.1776   -0.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0103    2.9120   -0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6830    1.8742   -1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6867    3.8200    0.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8874    3.0974    1.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1689    2.7400    1.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7741   -0.3126   -2.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6983   -1.0505   -3.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4763   -2.3762   -2.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3275   -2.9243    0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5985   -2.8063    2.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0077   -1.6904    2.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1245    0.9555   -2.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8439    2.6339   -2.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2980    2.6616    1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 11 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  6 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 25  4  1  0
 21 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  9 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 28 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₂H₂₈N₂O₄

Average Molecular Weight

384.4687

Monoisotopic Molecular Weight

384.204907394

IUPAC Name

4-({[1-(2-aminophenyl)-3-methylbutyl]-C-hydroxycarbonimidoyl}methyl)-2-ethoxybenzoic acid

Traditional Name

4-({[1-(2-aminophenyl)-3-methylbutyl]-C-hydroxycarbonimidoyl}methyl)-2-ethoxybenzoic acid

CAS Registry Number

Not Available

SMILES

CCOC1=C(C=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N)=C1)C(O)=O

InChI Identifier

InChI=1S/C22H28N2O4/c1-4-28-20-12-15(9-10-17(20)22(26)27)13-21(25)24-19(11-14(2)3)16-7-5-6-8-18(16)23/h5-10,12,14,19H,4,11,13,23H2,1-3H3,(H,24,25)(H,26,27)

InChI Key

OSCVKZCOJUTUFD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylacetamides

Direct Parent

Phenylacetamides

Alternative Parents

Substituents

Phenylacetamide
Benzoic acid or derivatives
Benzoic acid
Phenoxy compound
Benzoyl
Phenol ether
Aniline or substituted anilines
Alkyl aryl ether
Amino acid
Carboxamide group
Amino acid or derivatives
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Carbonyl group
Amine
Organic nitrogen compound
Organopnictogen compound
Primary amine
Hydrocarbon derivative
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kidney (HMDB: HMDB0061005)
Liver (HMDB: HMDB0061005)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0061005)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061005)

Cellular substructure

Cytoplasm (HMDB: HMDB0061005)
Membrane (HMDB: HMDB0061005)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.004 g/L	ALOGPS
logP	3.6	ALOGPS
logP	3.67	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	3.95	ChemAxon
pKa (Strongest Basic)	3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.14 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	110.48 m³·mol⁻¹	ChemAxon
Polarizability	42.06 Å³	ChemAxon
Number of Rings	2	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]+	190.152	31661259
DarkChem	[M-H]-	188.112	31661259
DeepCCS	[M+H]+	195.939	30932474
DeepCCS	[M-H]-	193.503	30932474
DeepCCS	[M-2H]-	228.108	30932474
DeepCCS	[M+Na]+	204.399	30932474
AllCCS	[M+H]+	195.6	32859911
AllCCS	[M+H-H2O]+	193.0	32859911
AllCCS	[M+NH4]+	198.1	32859911
AllCCS	[M+Na]+	198.8	32859911
AllCCS	[M-H]-	195.8	32859911
AllCCS	[M+Na-2H]-	196.3	32859911
AllCCS	[M+HCOO]-	196.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
repaglinide aromatic amine	CCOC1=C(C=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N)=C1)C(O)=O	4439.6	Standard polar	33892256
repaglinide aromatic amine	CCOC1=C(C=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N)=C1)C(O)=O	3137.7	Standard non polar	33892256
repaglinide aromatic amine	CCOC1=C(C=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N)=C1)C(O)=O	3140.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
repaglinide aromatic amine,1TMS,isomer #1	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N)O[Si](C)(C)C)=CC=C1C(=O)O	3085.7	Semi standard non polar	33892256
repaglinide aromatic amine,1TMS,isomer #2	CCOC1=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N)=CC=C1C(=O)O[Si](C)(C)C	3096.3	Semi standard non polar	33892256
repaglinide aromatic amine,1TMS,isomer #3	CCOC1=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N[Si](C)(C)C)=CC=C1C(=O)O	3306.9	Semi standard non polar	33892256
repaglinide aromatic amine,2TMS,isomer #1	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N)O[Si](C)(C)C)=CC=C1C(=O)O[Si](C)(C)C	3004.7	Semi standard non polar	33892256
repaglinide aromatic amine,2TMS,isomer #2	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N[Si](C)(C)C)O[Si](C)(C)C)=CC=C1C(=O)O	3214.9	Semi standard non polar	33892256
repaglinide aromatic amine,2TMS,isomer #3	CCOC1=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N[Si](C)(C)C)=CC=C1C(=O)O[Si](C)(C)C	3196.3	Semi standard non polar	33892256
repaglinide aromatic amine,2TMS,isomer #4	CCOC1=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C)[Si](C)(C)C)=CC=C1C(=O)O	3191.5	Semi standard non polar	33892256
repaglinide aromatic amine,3TMS,isomer #1	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N[Si](C)(C)C)O[Si](C)(C)C)=CC=C1C(=O)O[Si](C)(C)C	3154.2	Semi standard non polar	33892256
repaglinide aromatic amine,3TMS,isomer #1	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N[Si](C)(C)C)O[Si](C)(C)C)=CC=C1C(=O)O[Si](C)(C)C	2862.6	Standard non polar	33892256
repaglinide aromatic amine,3TMS,isomer #1	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N[Si](C)(C)C)O[Si](C)(C)C)=CC=C1C(=O)O[Si](C)(C)C	3632.2	Standard polar	33892256
repaglinide aromatic amine,3TMS,isomer #2	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)=CC=C1C(=O)O	3105.1	Semi standard non polar	33892256
repaglinide aromatic amine,3TMS,isomer #2	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)=CC=C1C(=O)O	2879.2	Standard non polar	33892256
repaglinide aromatic amine,3TMS,isomer #2	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)=CC=C1C(=O)O	3586.5	Standard polar	33892256
repaglinide aromatic amine,3TMS,isomer #3	CCOC1=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C)[Si](C)(C)C)=CC=C1C(=O)O[Si](C)(C)C	3087.1	Semi standard non polar	33892256
repaglinide aromatic amine,3TMS,isomer #3	CCOC1=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C)[Si](C)(C)C)=CC=C1C(=O)O[Si](C)(C)C	2902.7	Standard non polar	33892256
repaglinide aromatic amine,3TMS,isomer #3	CCOC1=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C)[Si](C)(C)C)=CC=C1C(=O)O[Si](C)(C)C	3672.2	Standard polar	33892256
repaglinide aromatic amine,4TMS,isomer #1	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)=CC=C1C(=O)O[Si](C)(C)C	3098.7	Semi standard non polar	33892256
repaglinide aromatic amine,4TMS,isomer #1	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)=CC=C1C(=O)O[Si](C)(C)C	2816.0	Standard non polar	33892256
repaglinide aromatic amine,4TMS,isomer #1	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)=CC=C1C(=O)O[Si](C)(C)C	3388.0	Standard polar	33892256
repaglinide aromatic amine,1TBDMS,isomer #1	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N)O[Si](C)(C)C(C)(C)C)=CC=C1C(=O)O	3312.7	Semi standard non polar	33892256
repaglinide aromatic amine,1TBDMS,isomer #2	CCOC1=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N)=CC=C1C(=O)O[Si](C)(C)C(C)(C)C	3330.8	Semi standard non polar	33892256
repaglinide aromatic amine,1TBDMS,isomer #3	CCOC1=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N[Si](C)(C)C(C)(C)C)=CC=C1C(=O)O	3498.4	Semi standard non polar	33892256
repaglinide aromatic amine,2TBDMS,isomer #1	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N)O[Si](C)(C)C(C)(C)C)=CC=C1C(=O)O[Si](C)(C)C(C)(C)C	3384.6	Semi standard non polar	33892256
repaglinide aromatic amine,2TBDMS,isomer #2	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1C(=O)O	3585.0	Semi standard non polar	33892256
repaglinide aromatic amine,2TBDMS,isomer #3	CCOC1=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N[Si](C)(C)C(C)(C)C)=CC=C1C(=O)O[Si](C)(C)C(C)(C)C	3555.2	Semi standard non polar	33892256
repaglinide aromatic amine,2TBDMS,isomer #4	CCOC1=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1C(=O)O	3554.6	Semi standard non polar	33892256
repaglinide aromatic amine,3TBDMS,isomer #1	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1C(=O)O[Si](C)(C)C(C)(C)C	3640.9	Semi standard non polar	33892256
repaglinide aromatic amine,3TBDMS,isomer #1	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1C(=O)O[Si](C)(C)C(C)(C)C	3348.8	Standard non polar	33892256
repaglinide aromatic amine,3TBDMS,isomer #1	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1C(=O)O[Si](C)(C)C(C)(C)C	3848.8	Standard polar	33892256
repaglinide aromatic amine,3TBDMS,isomer #2	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1C(=O)O	3634.6	Semi standard non polar	33892256
repaglinide aromatic amine,3TBDMS,isomer #2	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1C(=O)O	3380.6	Standard non polar	33892256
repaglinide aromatic amine,3TBDMS,isomer #2	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1C(=O)O	3750.4	Standard polar	33892256
repaglinide aromatic amine,3TBDMS,isomer #3	CCOC1=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1C(=O)O[Si](C)(C)C(C)(C)C	3622.0	Semi standard non polar	33892256
repaglinide aromatic amine,3TBDMS,isomer #3	CCOC1=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1C(=O)O[Si](C)(C)C(C)(C)C	3450.3	Standard non polar	33892256
repaglinide aromatic amine,3TBDMS,isomer #3	CCOC1=CC(CC(O)=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1C(=O)O[Si](C)(C)C(C)(C)C	3862.2	Standard polar	33892256
repaglinide aromatic amine,4TBDMS,isomer #1	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1C(=O)O[Si](C)(C)C(C)(C)C	3749.7	Semi standard non polar	33892256
repaglinide aromatic amine,4TBDMS,isomer #1	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1C(=O)O[Si](C)(C)C(C)(C)C	3461.5	Standard non polar	33892256
repaglinide aromatic amine,4TBDMS,isomer #1	CCOC1=CC(CC(=NC(CC(C)C)C2=CC=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1C(=O)O[Si](C)(C)C(C)(C)C	3659.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - repaglinide aromatic amine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0m02-1945000000-688e28a23909f385e42b	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - repaglinide aromatic amine GC-MS (2 TMS) - 70eV, Positive	splash10-01vx-4420910000-7b689c0f96f481c8d0f9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - repaglinide aromatic amine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - repaglinide aromatic amine 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 - repaglinide aromatic amine 10V, Positive-QTOF	splash10-00p0-0509000000-f947dc7e78f12898a7af	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - repaglinide aromatic amine 20V, Positive-QTOF	splash10-004i-1902000000-729d10054a11965c05e4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - repaglinide aromatic amine 40V, Positive-QTOF	splash10-0bvi-3900000000-2bb2aa298b83c487ccf9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - repaglinide aromatic amine 10V, Negative-QTOF	splash10-001r-0009000000-a3977e1ae23118a3ce26	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - repaglinide aromatic amine 20V, Negative-QTOF	splash10-009i-0329000000-b755d8b20c39efd248cf	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - repaglinide aromatic amine 40V, Negative-QTOF	splash10-004i-1913000000-b03fcfdf9a75c3df5ff6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - repaglinide aromatic amine 10V, Negative-QTOF	splash10-0019-0409000000-0453b77ecd8d8edfc74d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - repaglinide aromatic amine 20V, Negative-QTOF	splash10-0a4r-0319000000-cff38e8ab1980641841e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - repaglinide aromatic amine 40V, Negative-QTOF	splash10-0006-9775000000-792a0c481f4d0cf1fed8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - repaglinide aromatic amine 10V, Positive-QTOF	splash10-000i-0009000000-f7d2659e76fe039bd91f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - repaglinide aromatic amine 20V, Positive-QTOF	splash10-01p9-1809000000-12361e765bc833b5d43a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - repaglinide aromatic amine 40V, Positive-QTOF	splash10-0a4i-2901000000-f71d0d0988491eea5b65	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

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	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57826284

PDB ID

Not Available

ChEBI ID

Not Available

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

Showing metabocard for repaglinide aromatic amine (HMDB0061005)

MOL for HMDB0061005 (repaglinide aromatic amine)

3D MOL for HMDB0061005 (repaglinide aromatic amine)

3D SDF for HMDB0061005 (repaglinide aromatic amine)

3D-SDF for HMDB0061005 (repaglinide aromatic amine)

PDB for HMDB0061005 (repaglinide aromatic amine)

3D PDB for HMDB0061005 (repaglinide aromatic amine)

SMILES for HMDB0061005 (repaglinide aromatic amine)

INCHI for HMDB0061005 (repaglinide aromatic amine)

Structure for HMDB0061005 (repaglinide aromatic amine)

3D Structure for HMDB0061005 (repaglinide aromatic amine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra