1-Methylpyrenyl mercapturic acid

ID: ALA1778337

PubChem CID: 54583684

Max Phase: Preclinical

Molecular Formula: C22H21NO3S

Molecular Weight: 379.48

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 1-Methylpyrenyl Mercapturic Acid | CHEMBL1778337|1-Methylpyrenyl Mercapturic Acid|BDBM50344963

Canonical SMILES:  CC(=O)NC(CSCC1=CC=C2C=Cc3cccc4c3C2C1=CC4)C(=O)O

Standard InChI:  InChI=1S/C22H21NO3S/c1-13(24)23-19(22(25)26)12-27-11-17-8-7-16-6-5-14-3-2-4-15-9-10-18(17)21(16)20(14)15/h2-8,10,19,21H,9,11-12H2,1H3,(H,23,24)(H,25,26)

Standard InChI Key:  YSISPQXLVACETJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    0.6204   -2.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0500   -2.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3335   -2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6192   -3.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0948   -3.8088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0940   -4.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3353   -3.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7588   -4.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7530   -3.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0409   -3.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3371   -4.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6276   -5.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6305   -5.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3421   -6.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0524   -5.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0460   -5.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7671   -2.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7700   -1.3260    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4871   -0.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4900   -0.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2071    0.3217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7757    0.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7786    1.1531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586   -0.0839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9213   -0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6384    0.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9184   -0.9202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0
 12 13  1  0
  5  6  2  0
 13 14  2  0
  6 12  1  0
 14 15  1  0
  2  3  2  0
 15 16  2  0
 16 11  1  0
  7 11  1  0
  2 17  1  0
  3  1  1  0
 17 18  1  0
 16  8  1  0
 18 19  1  0
 19 20  1  0
  8  9  1  0
 20 21  1  0
  7  4  1  0
 20 22  1  0
  9 10  2  0
 22 23  2  0
 10  7  1  0
 22 24  1  0
 10  2  1  0
 21 25  1  0
  4  5  1  0
 25 26  1  0
 11 12  2  0
 25 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1778337

   1-Methylpyrenyl Mercapturic Acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 379.48

Molecular Weight (Monoisotopic): 379.1242

AlogP: 3.47

#Rotatable Bonds: 6

Polar Surface Area: 66.40

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.81

CX Basic pKa: ┄

CX LogP: 2.36

CX LogD: -0.89

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.79

Np Likeness Score: 0.83

References

1. Kouznetsova VL, Tsigelny IF, Nagle MA, Nigam SK..  (2011)  Elucidation of common pharmacophores from analysis of targeted metabolites transported by the multispecific drug transporter-Organic anion transporter1 (Oat1).,  19  (11): [PMID:21571536] [10.1016/j.bmc.2011.04.045]

Source

Source(1):

• Scientific Literature