N-(1H-benzo[d]imidazol-2-yl)tetradecanamide

ID: ALA3735039

PubChem CID: 4132571

Max Phase: Preclinical

Molecular Formula: C21H33N3O

Molecular Weight: 343.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCC(=O)Nc1nc2ccccc2[nH]1

Standard InChI:  InChI=1S/C21H33N3O/c1-2-3-4-5-6-7-8-9-10-11-12-17-20(25)24-21-22-18-15-13-14-16-19(18)23-21/h13-16H,2-12,17H2,1H3,(H2,22,23,24,25)

Standard InChI Key:  LQDJVORSHXSUQI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0872    0.0382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    1.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3215    1.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2072    2.3788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0552    2.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5559    2.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2896    4.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7903    4.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5239    5.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0246    5.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7583    6.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2590    6.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9927    7.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4933    8.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2270    9.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4269    9.3406    0.0000 C   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 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3735039

   N-(1H-benzimidazol-2-yl)tetradecanamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 343.52

Molecular Weight (Monoisotopic): 343.2624

AlogP: 6.20

#Rotatable Bonds: 13

Polar Surface Area: 57.78

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.89

CX Basic pKa: 2.56

CX LogP: 6.77

CX LogD: 6.76

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.43

Np Likeness Score: -0.65

References

1. Wang X, Sun C, Fang L, Yin D.  (2015)  Discovery of novel sphingosine kinase 1 inhibitors via structure-based hierarchical virtual screening,  6  (3): [10.1039/C4MD00312H]

Source

Source(1):

• Scientific Literature