2-(6-carbamoyl-7-methoxyquinolin-4-ylthio)acetic acid

ID: ALA3527507

PubChem CID: 118753335

Max Phase: Preclinical

Molecular Formula: C13H12N2O4S

Molecular Weight: 292.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2nccc(SCC(=O)O)c2cc1C(N)=O

Standard InChI:  InChI=1S/C13H12N2O4S/c1-19-10-5-9-7(4-8(10)13(14)18)11(2-3-15-9)20-6-12(16)17/h2-5H,6H2,1H3,(H2,14,18)(H,16,17)

Standard InChI Key:  KLHQDCXUCIKEGB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    3.5982   -1.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5964   -2.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3117   -2.8943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3090   -1.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8832   -1.2428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1685   -1.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8811   -2.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1709   -2.4801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8801   -3.7166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0253   -1.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0222   -2.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7384   -2.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4499   -2.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4468   -1.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7339   -1.2387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7409   -3.7131    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.4529   -4.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1664   -3.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8826   -4.1183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1638   -2.8848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3 11  2  0
 10  4  2  0
  4  1  1  0
  1  5  1  0
  5  6  1  0
  2  7  1  0
  7  8  1  0
  7  9  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3527507

   ---

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: 292.32

Molecular Weight (Monoisotopic): 292.0518

AlogP: 1.52

#Rotatable Bonds: 5

Polar Surface Area: 102.51

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.24

CX Basic pKa: 4.65

CX LogP: -0.59

CX LogD: -2.74

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.81

Np Likeness Score: -0.93

References

1. Inoue K, Asai N, Mizuo H, Fukuda K, Kusano K, Yoshimura T..  (2012)  Unique metabolic pathway of [(14)C]lenvatinib after oral administration to male cynomolgus monkey.,  40  (4): [PMID:22207053] [10.1124/dmd.111.043281]

Source

Source(1):

• Scientific Literature