SID7966556

ID: ALA1487869

PubChem CID: 948801

Max Phase: Preclinical

Molecular Formula: C15H12ClN3O

Molecular Weight: 285.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cnc2cc(NC(=O)c3ccc(Cl)cc3)ccc21

Standard InChI:  InChI=1S/C15H12ClN3O/c1-19-9-17-13-8-12(6-7-14(13)19)18-15(20)10-2-4-11(16)5-3-10/h2-9H,1H3,(H,18,20)

Standard InChI Key:  ZGWWNEJGNSSLGF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    1.9042    2.0646    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9537   -0.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5962   -0.6654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5962    0.6695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6682    0.8271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8116   -0.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8116    0.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3827    0.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0971    0.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0971   -0.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3827   -0.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0812    0.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9537    0.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2393    0.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2393    1.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4752    0.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8512   -1.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1897    1.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4752    2.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1897    0.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0
  2 13  2  0
  3  6  1  0
  3 12  1  0
  3 17  1  0
  4  7  1  0
  4 12  2  0
  5  8  1  0
  5 13  1  0
  6  7  1  0
  6 10  2  0
  7  9  2  0
  8  9  1  0
  8 11  2  0
 10 11  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 15 19  1  0
 16 20  2  0
 18 19  2  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1487869

   4-chloro-N-(1-methyl-1H-benzimidazol-5-yl)benzamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 285.73

Molecular Weight (Monoisotopic): 285.0669

AlogP: 3.48

#Rotatable Bonds: 2

Polar Surface Area: 46.92

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.39

CX LogP: 3.18

CX LogD: 3.18

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.78

Np Likeness Score: -1.91

References

1. PubChem BioAssay data set, 

2. Lee H, Mittal A, Patel K, Gatuz JL, Truong L, Torres J, Mulhearn DC, Johnson ME..  (2014)  Identification of novel drug scaffolds for inhibition of SARS-CoV 3-Chymotrypsin-like protease using virtual and high-throughput screenings.,  22  (1): [PMID:24332657] [10.1016/j.bmc.2013.11.041]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays