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

ID: ALA4741486

PubChem CID: 162646873

Max Phase: Preclinical

Molecular Formula: C19H16N2O2

Molecular Weight: 304.35

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H16N2O2/c1-12-2-4-14(5-3-12)17-10-16(11-21-18(17)20)13-6-8-15(9-7-13)19(22)23/h2-11H,1H3,(H2,20,21)(H,22,23)

Standard InChI Key:  FIQWVTHFTDRJMB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    6.1977  -17.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1965  -17.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9046  -18.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6142  -17.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6114  -17.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9028  -16.6861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3191  -18.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3190  -19.1390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0265  -19.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7346  -19.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7307  -18.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0226  -17.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3176  -16.6801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4904  -18.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7827  -17.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0752  -18.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0741  -19.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7865  -19.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4911  -19.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3635  -19.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6556  -19.1397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3640  -20.3651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4435  -19.5432    0.0000 C   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
 10 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741486

   ---

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: 304.35

Molecular Weight (Monoisotopic): 304.1212

AlogP: 4.00

#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: 7.03

CX LogP: 2.29

CX LogD: 1.78

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.77

Np Likeness Score: -0.37

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