(S)-3-Amino-3-(5-(tert-butyl)-1H-benzo[d]imidazol-2-yl)-2,2-dimethylpropanamide

ID: ALA4456468

Chembl Id: CHEMBL4456468

PubChem CID: 86699080

Max Phase: Preclinical

Molecular Formula: C16H24N4O

Molecular Weight: 288.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc2[nH]c([C@@H](N)C(C)(C)C(N)=O)nc2c1

Standard InChI:  InChI=1S/C16H24N4O/c1-15(2,3)9-6-7-10-11(8-9)20-13(19-10)12(17)16(4,5)14(18)21/h6-8,12H,17H2,1-5H3,(H2,18,21)(H,19,20)/t12-/m1/s1

Standard InChI Key:  LRVZVLLBGQIXOZ-GFCCVEGCSA-N

Alternative Forms

1. Parent:

   

   ALA4456468

   (3S)-3-Amino-3-(5-tert-butyl-1H-benzimidazol-2-yl)-2,2-dimethylpropanamide

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: 288.40

Molecular Weight (Monoisotopic): 288.1950

AlogP: 2.37

#Rotatable Bonds: 3

Polar Surface Area: 97.79

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.59

CX Basic pKa: 7.24

CX LogP: 2.22

CX LogD: 1.99

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.81

Np Likeness Score: -1.01

References

1. Brown AD, Bagal SK, Blackwell P, Blakemore DC, Brown B, Bungay PJ, Corless M, Crawforth J, Fengas D, Fenwick DR, Gray V, Kemp M, Klute W, Malet Sanz L, Miller D, Murata Y, Payne CE, Skerratt S, Stevens EB, Warmus JS..  (2019)  The discovery and optimization of benzimidazoles as selective Na_V1.8 blockers for the treatment of pain.,  27  (1): [PMID:30538065] [10.1016/j.bmc.2018.12.002]

Source

Source(1):

• Scientific Literature