1-cyclopropyl-2-(4-(difluoromethyl)pyrimidin-5-yl)-1H-benzo[d]imidazole-6-carbonitrile

ID: ALA4548610

PubChem CID: 135185787

Max Phase: Preclinical

Molecular Formula: C16H11F2N5

Molecular Weight: 311.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc2nc(-c3cncnc3C(F)F)n(C3CC3)c2c1

Standard InChI:  InChI=1S/C16H11F2N5/c17-15(18)14-11(7-20-8-21-14)16-22-12-4-1-9(6-19)5-13(12)23(16)10-2-3-10/h1,4-5,7-8,10,15H,2-3H2

Standard InChI Key:  MHTMLJDKMPQUEP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   41.9312  -21.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9301  -21.8931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6381  -22.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6363  -20.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3450  -21.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3452  -21.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1282  -22.1473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.6119  -21.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1278  -20.8154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.4258  -21.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8341  -22.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.6505  -22.1888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   47.0597  -21.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.6465  -20.7705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.8314  -20.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3809  -22.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2134  -23.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9905  -23.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2263  -22.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5182  -22.7090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.4206  -20.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8270  -19.3585    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   44.6034  -20.0700    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
  7 16  1  0
 17 16  1  0
 18 17  1  0
 16 18  1  0
 19 20  3  0
  2 19  1  0
 15 21  1  0
 21 22  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4548610

   ---

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: 311.30

Molecular Weight (Monoisotopic): 311.0983

AlogP: 3.64

#Rotatable Bonds: 3

Polar Surface Area: 67.39

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.95

CX LogP: 2.45

CX LogD: 2.45

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.74

Np Likeness Score: -1.55

References

1. Sparks SM, Danger DP, Hoekstra WJ, Leesnitzer T, Schotzinger RJ, Yates CM, Becherer JD..  (2019)  Development of Highly Selective Pyrimidine-Based Aldosterone Synthase (CYP11B2) Inhibitors.,  10  (7): [PMID:31312408] [10.1021/acsmedchemlett.9b00152]

Source

Source(1):

• Scientific Literature