N,N-Diethyl-1-(4-methoxybenzyl)-1H-benzo[d]imidazole-2-carboxamide

ID: ALA4740988

PubChem CID: 162645306

Max Phase: Preclinical

Molecular Formula: C20H23N3O2

Molecular Weight: 337.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)C(=O)c1nc2ccccc2n1Cc1ccc(OC)cc1

Standard InChI:  InChI=1S/C20H23N3O2/c1-4-22(5-2)20(24)19-21-17-8-6-7-9-18(17)23(19)14-15-10-12-16(25-3)13-11-15/h6-13H,4-5,14H2,1-3H3

Standard InChI Key:  PKWLRNBJYNVMTJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   10.8546  -11.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8546  -12.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5599  -12.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5599  -11.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2693  -11.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2693  -12.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0472  -12.5265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5297  -11.8641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0473  -11.2017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3469  -11.8641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7555  -12.5718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7555  -11.1564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3469  -13.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7555  -13.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5727  -12.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9813  -13.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0420  -13.3433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3317  -13.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6301  -13.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9203  -13.7371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9147  -14.5551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6248  -14.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3317  -14.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2049  -14.9601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4993  -14.5480    0.0000 C   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
 13 14  1  0
 11 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
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4740988

   ---

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: 337.42

Molecular Weight (Monoisotopic): 337.1790

AlogP: 3.58

#Rotatable Bonds: 6

Polar Surface Area: 47.36

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.66

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.69

Np Likeness Score: -1.40

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