(4-((1-(3-chlorobenzyl)-1H-benzo[d]imidazol-2-yl)methyl)piperazin-1-yl)(cyclopropyl)methanone

ID: ALA4871374

PubChem CID: 164620693

Max Phase: Preclinical

Molecular Formula: C23H25ClN4O

Molecular Weight: 408.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(C1CC1)N1CCN(Cc2nc3ccccc3n2Cc2cccc(Cl)c2)CC1

Standard InChI:  InChI=1S/C23H25ClN4O/c24-19-5-3-4-17(14-19)15-28-21-7-2-1-6-20(21)25-22(28)16-26-10-12-27(13-11-26)23(29)18-8-9-18/h1-7,14,18H,8-13,15-16H2

Standard InChI Key:  MOOPXTKSFMRYPX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.0806  -21.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7954  -21.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7936  -19.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5090  -20.3794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5138  -21.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3013  -21.4566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7832  -20.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2935  -20.1195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5438  -19.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9882  -18.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6082  -20.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0165  -20.0634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8457  -20.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2539  -19.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8407  -18.6379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0148  -18.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6020  -19.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2517  -17.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0767  -17.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8378  -17.2090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7903  -18.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7886  -17.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2414  -17.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6866  -17.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8796  -17.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6306  -18.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1871  -18.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8253  -18.4770    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  2  0
  8  9  1  0
  9  5  1  0
  9 10  1  0
 10 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  2  0
 22 20  1  0
 23 22  1  0
 20 23  1  0
 11 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 11  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871374

   ---

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: 408.93

Molecular Weight (Monoisotopic): 408.1717

AlogP: 3.79

#Rotatable Bonds: 5

Polar Surface Area: 41.37

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.31

CX LogP: 3.68

CX LogD: 3.68

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.64

Np Likeness Score: -2.12

References

1. Ma Z, Jiang L, Li B, Liang D, Feng Y, Liu L, Jiang C..  (2021)  Discovery of benzimidazole derivatives as potent and selective aldehyde dehydrogenase 1A1 (ALDH1A1) inhibitors with glucose consumption improving activity.,  46  [PMID:34403955] [10.1016/j.bmc.2021.116352]

Source

Source(1):

• Scientific Literature