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

ID: ALA4757082

PubChem CID: 162656879

Max Phase: Preclinical

Molecular Formula: C18H13ClN2O2

Molecular Weight: 324.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2ccc(C(=O)O)cc2)cc1-c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C18H13ClN2O2/c19-15-7-5-12(6-8-15)16-9-14(10-21-17(16)20)11-1-3-13(4-2-11)18(22)23/h1-10H,(H2,20,21)(H,22,23)

Standard InChI Key:  RVAGTSXRUDWALM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   16.1897   -1.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1886   -2.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8966   -2.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6063   -2.1232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6034   -1.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8948   -0.8953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3111   -2.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3110   -3.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0186   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7266   -3.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7227   -2.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0146   -2.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3096   -0.8893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4355   -3.7524    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.4824   -2.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7747   -2.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0672   -2.5285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0661   -3.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7785   -3.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4831   -3.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3586   -3.7555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6507   -3.3473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3591   -4.5727    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  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
 10 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  2 15  1  0
 18 21  1  0
 21 22  1  0
 21 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4757082

   ---

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: 324.77

Molecular Weight (Monoisotopic): 324.0666

AlogP: 4.35

#Rotatable Bonds: 3

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: 3.02

CX Basic pKa: 7.02

CX LogP: 2.38

CX LogD: 1.86

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.75

Np Likeness Score: -0.49

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