4-[6-Amino-5-(4-cyanophenyl)pyridin-3-yl]benzoic acid

ID: ALA4753817

PubChem CID: 162653462

Max Phase: Preclinical

Molecular Formula: C19H13N3O2

Molecular Weight: 315.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(-c2cc(-c3ccc(C(=O)O)cc3)cnc2N)cc1

Standard InChI:  InChI=1S/C19H13N3O2/c20-10-12-1-3-14(4-2-12)17-9-16(11-22-18(17)21)13-5-7-15(8-6-13)19(23)24/h1-9,11H,(H2,21,22)(H,23,24)

Standard InChI Key:  QTQGRBFWPPBCSH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    6.4164   -9.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4153  -10.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1233  -10.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8330  -10.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8302   -9.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1215   -9.1993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5378  -10.8339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5378  -11.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2453  -12.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9533  -11.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9494  -10.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2413  -10.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5363   -9.1933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7091  -10.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0015  -10.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2939  -10.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2928  -11.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0052  -12.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7098  -11.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5823  -12.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8744  -11.6529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5827  -12.8783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6611  -12.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3700  -12.4613    0.0000 N   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  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  4  7  1  0
  5 13  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  2 14  1  0
 20 21  1  0
 20 22  2  0
 17 20  1  0
 23 24  3  0
 10 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4753817

   ---

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: 315.33

Molecular Weight (Monoisotopic): 315.1008

AlogP: 3.57

#Rotatable Bonds: 3

Polar Surface Area: 100.00

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.02

CX Basic pKa: 7.01

CX LogP: 1.63

CX LogD: 1.11

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -0.64

References

1. Dow RL,Ammirati M,Bagley SW,Bhattacharya SK,Buckbinder L,Cortes C,El-Kattan AF,Ford K,Freeman GB,Guimarães CRW,Liu S,Niosi M,Skoura A,Tess D.  (2018)  2-Aminopyridine-Based Mitogen-Activated Protein Kinase Kinase Kinase Kinase 4 (MAP4K4) Inhibitors: Assessment of Mechanism-Based Safety.,  61  (7): [PMID:29570292] [10.1021/acs.jmedchem.8b00152]

Source

Source(1):

• Scientific Literature