5-nitro-2-[4-(trifluoromethyl)phenyl]-1H-benzimidazole

ID: ALA4790786

PubChem CID: 52991959

Max Phase: Preclinical

Molecular Formula: C14H8F3N3O2

Molecular Weight: 307.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc2[nH]c(-c3ccc(C(F)(F)F)cc3)nc2c1

Standard InChI:  InChI=1S/C14H8F3N3O2/c15-14(16,17)9-3-1-8(2-4-9)13-18-11-6-5-10(20(21)22)7-12(11)19-13/h1-7H,(H,18,19)

Standard InChI Key:  DYCFAECYEHAARU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   30.3007  -20.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2996  -20.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0076  -21.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0058  -19.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7144  -20.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7147  -20.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4977  -21.2187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9814  -20.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4972  -19.8868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7953  -20.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2036  -21.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0200  -21.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4292  -20.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0159  -19.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2008  -19.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5929  -19.7365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5927  -18.9193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8853  -20.1453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2463  -20.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6561  -21.2574    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.6538  -19.8420    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.0625  -20.5495    0.0000 F   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
 13 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
M  CHG  2  16   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4790786

   6-nitro-2-[4-(trifluoromethyl)phenyl]-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: 307.23

Molecular Weight (Monoisotopic): 307.0569

AlogP: 4.16

#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: 10.35

CX Basic pKa: 3.27

CX LogP: 4.10

CX LogD: 4.10

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.57

Np Likeness Score: -1.70

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