N-({4-[6-Amino-5-(4-chlorophenyl)pyridin-3-yl]phenyl}sulfonyl)acetamide

ID: ALA4780690

PubChem CID: 162662860

Max Phase: Preclinical

Molecular Formula: C19H16ClN3O3S

Molecular Weight: 401.88

Molecule Type: Unknown

Names and Identifiers

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

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

Standard InChI Key:  NLOJGMLISFTFPH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.2645   -6.5540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8600   -5.8483    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.4510   -6.5514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6940   -3.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6928   -4.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4009   -4.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1106   -4.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1077   -3.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3991   -2.9919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8154   -4.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8153   -5.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5229   -5.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2309   -5.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2270   -4.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5189   -4.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8139   -2.9859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9398   -5.8491    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.9867   -4.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2790   -4.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5715   -4.6251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5704   -5.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2828   -5.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9874   -5.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1550   -5.4440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4475   -5.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7396   -5.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4479   -6.6701    0.0000 O   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  2  1  0
  2 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780690

   ---

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: 3.48

#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: 3.27

CX Basic pKa: 6.99

CX LogP: 0.87

CX LogD: 1.94

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: -0.94

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