1-[(4-chlorophenyl)methyl]-2-(cyclohexylmethyl)benzimidazole

ID: ALA4464730

PubChem CID: 155530427

Max Phase: Preclinical

Molecular Formula: C21H23ClN2

Molecular Weight: 338.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1ccc(Cn2c(CC3CCCCC3)nc3ccccc32)cc1

Standard InChI:  InChI=1S/C21H23ClN2/c22-18-12-10-17(11-13-18)15-24-20-9-5-4-8-19(20)23-21(24)14-16-6-2-1-3-7-16/h4-5,8-13,16H,1-3,6-7,14-15H2

Standard InChI Key:  YVTWCKPMEXRMFW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   40.6765  -18.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6754  -18.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3834  -19.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3817  -17.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0903  -18.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0951  -18.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8751  -19.2356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.3525  -18.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8674  -17.9111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.1696  -18.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5741  -17.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3909  -17.8572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.7953  -17.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3860  -16.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5679  -16.4463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1590  -17.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1321  -20.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5889  -20.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7902  -20.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2472  -21.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5041  -21.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3090  -22.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8486  -21.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9616  -22.4516    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
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  7 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4464730

   ---

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: 338.88

Molecular Weight (Monoisotopic): 338.1550

AlogP: 5.86

#Rotatable Bonds: 4

Polar Surface Area: 17.82

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.69

CX LogP: 6.24

CX LogD: 6.23

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.58

Np Likeness Score: -1.37

References

1. Intagliata S, Salerno L, Ciaffaglione V, Leonardi C, Fallica AN, Carota G, Amata E, Marrazzo A, Pittalà V, Romeo G..  (2019)  Heme Oxygenase-2 (HO-2) as a therapeutic target: Activators and inhibitors.,  183  [PMID:31550661] [10.1016/j.ejmech.2019.111703]

2. Salerno L, Floresta G, Ciaffaglione V, Gentile D, Margani F, Turnaturi R, Rescifina A, Pittalà V..  (2019)  Progress in the development of selective heme oxygenase-1 inhibitors and their potential therapeutic application.,  167  [PMID:30784878] [10.1016/j.ejmech.2019.02.027]

Source

Source(1):

• Scientific Literature