N-(2-chlorophenyl)quinoline-4-carboxamide

ID: ALA1078236

PubChem CID: 46882660

Max Phase: Preclinical

Molecular Formula: C16H11ClN2O

Molecular Weight: 282.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1Cl)c1ccnc2ccccc12

Standard InChI:  InChI=1S/C16H11ClN2O/c17-13-6-2-4-8-15(13)19-16(20)12-9-10-18-14-7-3-1-5-11(12)14/h1-10H,(H,19,20)

Standard InChI Key:  GKTVWEKVHDFJJJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    3.2672   -7.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2774   -6.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0012   -6.3803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5688   -6.3542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5838   -5.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3121   -5.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3275   -4.3039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6205   -3.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8922   -4.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8803   -5.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1579   -5.5091    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2415   -9.2600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9648   -8.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9787   -8.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5323   -8.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5474   -8.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465   -7.5936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301   -7.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1190   -8.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8204   -9.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10  5  1  0
  2  3  2  0
 10 11  1  0
  1 16  1  0
  5  6  2  0
  1  2  1  0
  6  7  1  0
  1 14  2  0
 15 12  1  0
 12 13  2  0
 13 14  1  0
  2  4  1  0
  7  8  2  0
 15 16  2  0
 16 17  1  0
  8  9  1  0
 17 18  2  0
  4  5  1  0
 18 19  1  0
  9 10  2  0
 19 20  2  0
 20 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1078236

   N-(2-chlorophenyl)quinoline-4-carboxamide

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: 282.73

Molecular Weight (Monoisotopic): 282.0560

AlogP: 4.14

#Rotatable Bonds: 2

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.71

CX LogP: 3.83

CX LogD: 3.83

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.77

Np Likeness Score: -1.64

References

1. Qiao L, Choi S, Case A, Gainer TG, Seyb K, Glicksman MA, Lo DC, Stein RL, Cuny GD..  (2009)  Structure-activity relationship study of EphB3 receptor tyrosine kinase inhibitors.,  19  (21): [PMID:19783434] [10.1016/j.bmcl.2009.09.010]

Source

Source(1):

• Scientific Literature