2-(3-chlorophenyl)-5-nitro-1H-benzimidazole

ID: ALA4777944

Cas Number: 1571-88-6

PubChem CID: 68602100

Max Phase: Preclinical

Molecular Formula: C13H8ClN3O2

Molecular Weight: 273.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc2[nH]c(-c3cccc(Cl)c3)nc2c1

Standard InChI:  InChI=1S/C13H8ClN3O2/c14-9-3-1-2-8(6-9)13-15-11-5-4-10(17(18)19)7-12(11)16-13/h1-7H,(H,15,16)

Standard InChI Key:  OOQZMPRTANLIOC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   29.3844   -7.3588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3833   -8.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0913   -8.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0896   -6.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7982   -7.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7984   -8.1784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5814   -8.4326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0651   -7.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5810   -7.1007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8791   -7.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2873   -8.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1037   -8.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5129   -7.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0997   -7.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2846   -7.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6766   -6.9504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6764   -6.1332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9690   -7.3591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5055   -6.3464    0.0000 Cl  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  1  0
  8  9  2  0
  9  5  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
  8 10  1  0
  1 16  1  0
 16 17  1  0
 16 18  2  0
 14 19  1  0
M  CHG  2  16   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4777944

   2-(3-chlorophenyl)-6-nitro-1H-benzimidazole

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: 273.68

Molecular Weight (Monoisotopic): 273.0305

AlogP: 3.79

#Rotatable Bonds: 2

Polar Surface Area: 71.82

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.32

CX Basic pKa: 3.24

CX LogP: 3.83

CX LogD: 3.83

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.57

Np Likeness Score: -1.92

References

1. Moningka R,Romero FA,Hastings NB,Guo Z,Wang M,Di Salvo J,Li Y,Trusca D,Deng Q,Tong V,Terebetski JL,Ball RG,Ujjainwalla F.  (2020)  Fragment-based lead discovery of a novel class of small molecule antagonists of neuropeptide B/W receptor subtype 1 (GPR7).,  30  (23): [PMID:32898693] [10.1016/j.bmcl.2020.127510]

Source

Source(1):

• Scientific Literature