N-(2-hydroxyphenyl)quinoline-2-carboxamide

ID: ALA3810408

PubChem CID: 17422016

Max Phase: Preclinical

Molecular Formula: C16H12N2O2

Molecular Weight: 264.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1O)c1ccc2ccccc2n1

Standard InChI:  InChI=1S/C16H12N2O2/c19-15-8-4-3-7-13(15)18-16(20)14-10-9-11-5-1-2-6-12(11)17-14/h1-10,19H,(H,18,20)

Standard InChI Key:  ZVFISBKELLCARH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -1.2964    1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122    1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9141    2.6966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2109    0.7445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5121    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8113    0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1103    1.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1101    2.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8110    3.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5121    2.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8115   -0.4574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  1 10  1  0
  5 10  1  0
 11 12  2  0
 11 13  1  0
  2 11  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 13 14  1  0
 15 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3810408

   N-(2-hydroxyphenyl)quinoline-2-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: 264.28

Molecular Weight (Monoisotopic): 264.0899

AlogP: 3.19

#Rotatable Bonds: 2

Polar Surface Area: 62.22

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.75

CX Basic pKa: ┄

CX LogP: 3.31

CX LogD: 3.29

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.70

Np Likeness Score: -1.22

References

1. Jo H, Choi M, Kumar AS, Jung Y, Kim S, Yun J, Kang JS, Kim Y, Han SB, Jung JK, Cho J, Lee K, Kwak JH, Lee H..  (2016)  Development of Novel 1,2,3,4-Tetrahydroquinoline Scaffolds as Potent NF-κB Inhibitors and Cytotoxic Agents.,  7  (4): [PMID:27096046] [10.1021/acsmedchemlett.6b00004]

Source

Source(1):

• Scientific Literature