N-[(1-Butylpiperidin-4-yl)methyl]-1H-benzimidazole-4-carbothioamide

ID: ALA3221571

PubChem CID: 90667896

Max Phase: Preclinical

Molecular Formula: C18H26N4S

Molecular Weight: 330.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN1CCC(CNC(=S)c2cccc3[nH]cnc23)CC1

Standard InChI:  InChI=1S/C18H26N4S/c1-2-3-9-22-10-7-14(8-11-22)12-19-18(23)15-5-4-6-16-17(15)21-13-20-16/h4-6,13-14H,2-3,7-12H2,1H3,(H,19,23)(H,20,21)

Standard InChI Key:  AEOAISJQAMBBOS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    5.8777    1.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8766    0.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3050    1.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5896    1.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3078    0.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5943    0.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7635   -0.7919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5817   -0.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9180   -0.1289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0179    1.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7339    1.2591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0148    2.4939    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.4468    1.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1628    1.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1636    0.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8755    0.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5909    0.4383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5897    1.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8733    1.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3053    0.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3053   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0198   -1.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0198   -2.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  2  6  1  0
 10 12  2  0
 11 13  1  0
  5  3  1  0
 13 14  1  0
 14 15  1  0
  1  2  2  0
  3  4  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  9  5  1  0
 17 20  1  0
  4  1  1  0
 20 21  1  0
  3 10  1  0
 21 22  1  0
  5  6  2  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3221571

   N-[(1-butylpiperidin-4-yl)methyl]-1H-benzimidazole-4-carbothioamide

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: 330.50

Molecular Weight (Monoisotopic): 330.1878

AlogP: 3.34

#Rotatable Bonds: 6

Polar Surface Area: 43.95

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.74

CX Basic pKa: 9.80

CX LogP: 3.03

CX LogD: 0.66

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -1.28

References

1. Gonzalez A, Murcia M, Benhamu B, Campillo M, Lopez-Rodriguez ML, Pardo L.  (2011)  The importance of solvation in the design of ligands targeting membrane proteins,  2  (3): [10.1039/C0MD00258E]

Source

Source(1):

• Scientific Literature