N-(6-nitro-1H-benzo[d]imidazol-2-yl)benzamide

ID: ALA4782065

PubChem CID: 16110171

Max Phase: Preclinical

Molecular Formula: C14H10N4O3

Molecular Weight: 282.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1nc2ccc([N+](=O)[O-])cc2[nH]1)c1ccccc1

Standard InChI:  InChI=1S/C14H10N4O3/c19-13(9-4-2-1-3-5-9)17-14-15-11-7-6-10(18(20)21)8-12(11)16-14/h1-8H,(H2,15,16,17,19)

Standard InChI Key:  CPQUEYNDRBOCDN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   11.9369  -15.6344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9357  -16.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6506  -16.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6488  -15.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3643  -15.6308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3646  -16.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1550  -16.7185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6435  -16.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1546  -15.3738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4676  -16.0484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8824  -15.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2216  -15.2223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5072  -15.6350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2214  -14.3973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7074  -15.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1125  -16.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9368  -16.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3523  -15.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9376  -14.6249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1146  -14.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4737  -14.6194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  8 10  1  0
 10 11  1  0
 12 13  2  0
 12 14  1  0
  1 12  1  0
 11 15  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
 11 21  2  0
M  CHG  2  12   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4782065

   N-(6-nitro-1H-benzimidazol-2-yl)benzamide

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: 282.26

Molecular Weight (Monoisotopic): 282.0753

AlogP: 2.72

#Rotatable Bonds: 3

Polar Surface Area: 100.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.14

CX Basic pKa: 1.76

CX LogP: 2.98

CX LogD: 2.61

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.57

Np Likeness Score: -1.65

References

1. Benchekroun M,Ermolenko L,Tran MQ,Vagneux A,Nedev H,Delehouzé C,Souab M,Baratte B,Josselin B,Iorga BI,Ruchaud S,Bach S,Al-Mourabit A.  (2020)  Discovery of simplified benzazole fragments derived from the marine benzosceptrin B as necroptosis inhibitors involving the receptor interacting protein Kinase-1.,  201  [PMID:32659605] [10.1016/j.ejmech.2020.112337]

Source

Source(1):

• Scientific Literature