1-(4-((1-(3-methylbenzyl)-1H-benzo[d]imidazol-2-yl)methyl)piperazin-1-yl)butan-1-one

ID: ALA4873053

PubChem CID: 164619930

Max Phase: Preclinical

Molecular Formula: C24H30N4O

Molecular Weight: 390.53

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H30N4O/c1-3-7-24(29)27-14-12-26(13-15-27)18-23-25-21-10-4-5-11-22(21)28(23)17-20-9-6-8-19(2)16-20/h4-6,8-11,16H,3,7,12-15,17-18H2,1-2H3

Standard InChI Key:  XNGJOGAUMYCQPY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   36.7423  -22.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4570  -22.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4552  -21.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1705  -21.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1754  -22.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9629  -22.7604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4448  -22.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9550  -21.4233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.2054  -20.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6498  -20.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9029  -19.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3481  -18.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5413  -18.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2921  -19.6017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8487  -20.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5989  -17.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2697  -22.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6780  -21.3673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.5072  -21.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9155  -20.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5023  -19.9417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6763  -19.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2636  -20.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9133  -19.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7382  -19.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4992  -18.5128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.1522  -19.9382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9771  -19.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  6  2  0
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  4  1  1  0
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  6  7  1  0
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  9 10  1  0
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 11 12  2  0
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 15 16  2  0
 16 11  1  0
 13 17  1  0
  8 18  1  0
 18 19  1  0
 19 20  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 25 27  2  0
 26 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873053

   ---

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: 390.53

Molecular Weight (Monoisotopic): 390.2420

AlogP: 3.84

#Rotatable Bonds: 6

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: 5.39

CX LogP: 3.95

CX LogD: 3.95

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.64

Np Likeness Score: -1.85

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