4-((1-(4-chlorobenzyl)-1H-benzo[d]imidazol-2-yl)methyl)morpholine

ID: ALA4552455

Cas Number: 7188-79-6

PubChem CID: 6494344

Max Phase: Preclinical

Molecular Formula: C19H20ClN3O

Molecular Weight: 341.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1ccc(Cn2c(CN3CCOCC3)nc3ccccc32)cc1

Standard InChI:  InChI=1S/C19H20ClN3O/c20-16-7-5-15(6-8-16)13-23-18-4-2-1-3-17(18)21-19(23)14-22-9-11-24-12-10-22/h1-8H,9-14H2

Standard InChI Key:  NPQUNOKMEXBAMH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   13.2594  -16.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2582  -17.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9663  -18.0593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9645  -16.4219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6731  -16.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6779  -17.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4579  -17.8943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9353  -17.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4502  -16.5697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7525  -17.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1569  -16.5142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9738  -16.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3781  -15.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9688  -15.1021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1507  -15.1050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7418  -15.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7150  -18.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1717  -19.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3730  -19.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8300  -19.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0869  -20.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8919  -20.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4314  -20.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5444  -21.1102    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:

   

   ALA4552455

   1-(4-chlorobenzyl)-2-(4-morpholinylmethyl)-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: 341.84

Molecular Weight (Monoisotopic): 341.1295

AlogP: 3.57

#Rotatable Bonds: 4

Polar Surface Area: 30.29

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.24

CX LogP: 3.61

CX LogD: 3.60

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.73

Np Likeness Score: -2.01

References

1. 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