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

ID: ALA4740781

PubChem CID: 162645224

Max Phase: Preclinical

Molecular Formula: C18H13ClN2O2

Molecular Weight: 324.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2cccc(C(=O)O)c2)cc1-c1ccc(Cl)cc1

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

Standard InChI Key:  LGCYIFSJNVXNBT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   16.4951  -14.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4940  -15.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2020  -15.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9117  -15.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9088  -14.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2002  -14.1024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6165  -15.7371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6165  -16.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3240  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0320  -16.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0281  -15.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3200  -15.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6150  -14.0964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7409  -16.9596    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.7878  -15.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0802  -15.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3726  -15.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3715  -16.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0839  -16.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7885  -16.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6624  -15.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6635  -14.5091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9542  -15.7340    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
 21 22  1  0
 21 23  2  0
 17 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4740781

   ---

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: 2.98

CX Basic pKa: 7.01

CX LogP: 2.38

CX LogD: 1.86

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.75

Np Likeness Score: -0.58

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