{[6'-Amino-5'-(4-chlorophenyl)-3,3'-bipyridin-6-yl]amino}acetic acid

ID: ALA4751017

PubChem CID: 162651252

Max Phase: Preclinical

Molecular Formula: C18H15ClN4O2

Molecular Weight: 354.80

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2ccc(NCC(=O)O)nc2)cc1-c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C18H15ClN4O2/c19-14-4-1-11(2-5-14)15-7-13(9-23-18(15)20)12-3-6-16(21-8-12)22-10-17(24)25/h1-9H,10H2,(H2,20,23)(H,21,22)(H,24,25)

Standard InChI Key:  LFCAFJUAFRUVPE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   17.9479   -5.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9468   -6.6017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6548   -7.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3645   -6.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3616   -5.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6530   -5.3733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0693   -7.0080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0692   -7.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7768   -8.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4848   -7.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4809   -7.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7728   -6.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0678   -5.3674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1937   -8.2305    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.2406   -7.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5329   -6.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8254   -7.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8243   -7.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5367   -8.2336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2413   -7.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1168   -8.2336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4089   -7.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7014   -8.2344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9935   -7.8261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7018   -9.0515    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
 22 23  1  0
 23 24  1  0
 23 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4751017

   ---

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: 354.80

Molecular Weight (Monoisotopic): 354.0884

AlogP: 3.54

#Rotatable Bonds: 5

Polar Surface Area: 101.13

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.83

CX Basic pKa: 7.01

CX LogP: 0.78

CX LogD: 0.52

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.65

Np Likeness Score: -0.73

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