1-(4-Chlorobenzyl)-N-methyl-N-(prop-2-yn-1-yl)-1H-benzo[d]imidazole-2-carboxamide

ID: ALA4762483

PubChem CID: 162660352

Max Phase: Preclinical

Molecular Formula: C19H16ClN3O

Molecular Weight: 337.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCN(C)C(=O)c1nc2ccccc2n1Cc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C19H16ClN3O/c1-3-12-22(2)19(24)18-21-16-6-4-5-7-17(16)23(18)13-14-8-10-15(20)11-9-14/h1,4-11H,12-13H2,2H3

Standard InChI Key:  APVZLNDMMZHRLM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   23.0712  -18.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0712  -19.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7765  -19.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7765  -17.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4859  -18.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4859  -19.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2638  -19.4561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7463  -18.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2639  -18.1313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5635  -18.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9721  -19.5014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9721  -18.0860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5635  -20.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7893  -19.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1979  -20.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2586  -20.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5483  -20.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8467  -20.2633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1369  -20.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1313  -21.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8414  -21.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5483  -21.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6082  -20.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4215  -21.8898    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  2  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  5  6  2  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
 10 12  2  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
  7 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 15 23  3  0
 20 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762483

   ---

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: 337.81

Molecular Weight (Monoisotopic): 337.0982

AlogP: 3.44

#Rotatable Bonds: 4

Polar Surface Area: 38.13

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.65

CX LogP: 3.72

CX LogD: 3.72

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.68

Np Likeness Score: -1.67

References

1. Vo, Sophie V., Banister, Samuel D., Freelander, Isaac, Werry, Eryn L., Reekie, Tristan A., Ittner, Lars M., Kassiou, Michael.  (2020)  Reversing binding sensitivity to A147T translocator protein,  11  (4): [PMID:33479652] [10.1039/c9md00580c]

Source

Source(1):

• Scientific Literature