4-cyano-N-methyl-N-(pyridin-3-yl)benzamide

ID: ALA4635931

PubChem CID: 64047763

Max Phase: Preclinical

Molecular Formula: C14H11N3O

Molecular Weight: 237.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C(=O)c1ccc(C#N)cc1)c1cccnc1

Standard InChI:  InChI=1S/C14H11N3O/c1-17(13-3-2-8-16-10-13)14(18)12-6-4-11(9-15)5-7-12/h2-8,10H,1H3

Standard InChI Key:  LDVPVOPWFSVTAC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   22.5580  -12.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5569  -13.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2649  -13.5359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9746  -13.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9717  -12.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2631  -11.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8502  -11.8989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8500  -11.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5576  -10.6730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1422  -10.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1473   -9.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4403   -9.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7317   -9.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7346  -10.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4421  -11.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1426  -12.3077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0237   -9.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3154   -9.0425    0.0000 N   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
  1  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  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 16  1  0
 17 18  3  0
 13 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4635931

   4-cyano-N-methyl-N-pyridin-3-ylbenzamide

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: 237.26

Molecular Weight (Monoisotopic): 237.0902

AlogP: 2.23

#Rotatable Bonds: 2

Polar Surface Area: 56.99

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.33

CX LogP: 1.57

CX LogD: 1.57

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.80

Np Likeness Score: -2.09

References

1. Liu Y, Wu J, Zhou M, Chen W, Li D, Wang Z, Hornsperger B, Aebi JD, Märki HP, Kuhn B, Wang L, Kuglstatter A, Benz J, Müller S, Hochstrasser R, Ottaviani G, Xin J, Kirchner S, Mohr S, Verry P, Riboulet W, Shen HC, Mayweg AV, Amrein K, Tan X..  (2020)  Discovery of 3-Pyridyl Isoindolin-1-one Derivatives as Potent, Selective, and Orally Active Aldosterone Synthase (CYP11B2) Inhibitors.,  63  (13): [PMID:32530624] [10.1021/acs.jmedchem.0c00233]

Source

Source(1):

• Scientific Literature