4-amino-8-chloroquinoline-3-carboxylic acid

ID: ALA4865760

Cas Number: 955328-22-0

PubChem CID: 17028176

Max Phase: Preclinical

Molecular Formula: C10H7ClN2O2

Molecular Weight: 222.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1c(C(=O)O)cnc2c(Cl)cccc12

Standard InChI:  InChI=1S/C10H7ClN2O2/c11-7-3-1-2-5-8(12)6(10(14)15)4-13-9(5)7/h1-4H,(H2,12,13)(H,14,15)

Standard InChI Key:  DMQKTDVVSMSBCL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   22.0132  -13.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0121  -13.9276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7201  -14.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7183  -12.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4261  -13.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4258  -13.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1368  -14.3405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8526  -13.9301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8529  -13.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1374  -12.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7198  -15.1537    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.1365  -11.8718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5612  -12.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2683  -13.1064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5623  -11.8796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  3 11  1  0
 10 12  1  0
  9 13  1  0
 13 14  2  0
 13 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4865760

   4-Amino-8-chloroquinoline-3-carboxylic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 222.63

Molecular Weight (Monoisotopic): 222.0196

AlogP: 2.17

#Rotatable Bonds: 1

Polar Surface Area: 76.21

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.95

CX Basic pKa: 6.68

CX LogP: 0.72

CX LogD: -0.04

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.78

Np Likeness Score: -1.08

References

1. Rietz TA, Teuscher KB, Mills JJ, Gogliotti RD, Lepovitz LT, Scaggs WR, Yoshida K, Luong K, Lee T, Fesik SW..  (2021)  Fragment-Based Discovery of Small Molecules Bound to T-Cell Immunoglobulin and Mucin Domain-Containing Molecule 3 (TIM-3).,  64  (19.0): [PMID:34597046] [10.1021/acs.jmedchem.1c01336]

Source

Source(1):

• Scientific Literature