4-[6-Amino-5-(4-chlorophenyl)pyridin-3-yl]-N-(methylsulfonyl)benzamide

ID: ALA4745446

PubChem CID: 162648267

Max Phase: Preclinical

Molecular Formula: C19H16ClN3O3S

Molecular Weight: 401.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)NC(=O)c1ccc(-c2cnc(N)c(-c3ccc(Cl)cc3)c2)cc1

Standard InChI:  InChI=1S/C19H16ClN3O3S/c1-27(25,26)23-19(24)14-4-2-12(3-5-14)15-10-17(18(21)22-11-15)13-6-8-16(20)9-7-13/h2-11H,1H3,(H2,21,22)(H,23,24)

Standard InChI Key:  HMTHSMGETQRXMF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.9459  -22.3655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5414  -21.6597    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.1325  -22.3629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7911  -19.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7899  -20.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4980  -20.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2076  -20.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2048  -19.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4962  -18.7992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9125  -20.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9124  -21.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6199  -21.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3280  -21.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3241  -20.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6160  -20.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9110  -18.7932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0369  -21.6564    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.0838  -20.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3761  -20.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6686  -20.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6675  -21.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3798  -21.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0845  -21.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9600  -21.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2521  -21.2513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9604  -22.4767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8366  -21.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  7 10  1  0
  8 16  1  0
 13 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  5 18  1  0
 21 24  1  0
 24 25  1  0
 24 26  2  0
 25  2  1  0
  2 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745446

   ---

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: 401.88

Molecular Weight (Monoisotopic): 401.0601

AlogP: 3.34

#Rotatable Bonds: 4

Polar Surface Area: 102.15

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.12

CX Basic pKa: 7.00

CX LogP: 0.56

CX LogD: 1.67

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: -0.80

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