2-(3-aminophenyl)-6-chloroquinoline-4-carboxylic acid

ID: ALA4526378

Cas Number: 590359-91-4

PubChem CID: 4469347

Product Number: A379278, Order Now?

Max Phase: Preclinical

Molecular Formula: C16H11ClN2O2

Molecular Weight: 298.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1cccc(-c2cc(C(=O)O)c3cc(Cl)ccc3n2)c1

Standard InChI:  InChI=1S/C16H11ClN2O2/c17-10-4-5-14-12(7-10)13(16(20)21)8-15(19-14)9-2-1-3-11(18)6-9/h1-8H,18H2,(H,20,21)

Standard InChI Key:  SBUOPFPKQVKKNW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   13.7670  -13.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7659  -14.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4739  -15.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4721  -13.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1807  -13.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1815  -14.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8900  -15.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5983  -14.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5936  -13.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8845  -13.5197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2958  -13.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0063  -13.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7110  -13.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7065  -12.6876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9913  -12.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2895  -12.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8917  -15.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1849  -16.3832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6003  -16.3803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0578  -15.1611    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.4210  -13.9103    0.0000 N   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
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  9 11  1  0
  7 17  1  0
 17 18  2  0
 17 19  1  0
  2 20  1  0
 13 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4526378

   2-(3-aminophenyl)-6-chloroquinoline-4-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: 298.73

Molecular Weight (Monoisotopic): 298.0509

AlogP: 3.84

#Rotatable Bonds: 2

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: 3.22

CX Basic pKa: 3.89

CX LogP: 2.89

CX LogD: 0.24

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.70

Np Likeness Score: -1.16

References

1.  (2018)  Methods and compositions for inhibiting cnksr1, 

Source

Source(1):

• Patent Bioactivity Data