3-Chloro-6-fluoro-N-[trans-4-(methylamino)cyclohexyl]-N-(3-pyridin-4-ylbenzyl)benzo[b]thiophene-2-carboxamide

ID: ALA2160035

Chembl Id: CHEMBL2160035

PubChem CID: 71456833

Max Phase: Preclinical

Molecular Formula: C28H27ClFN3OS

Molecular Weight: 508.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN[C@H]1CC[C@H](N(Cc2cccc(-c3ccncc3)c2)C(=O)c2sc3cc(F)ccc3c2Cl)CC1

Standard InChI:  InChI=1S/C28H27ClFN3OS/c1-31-22-6-8-23(9-7-22)33(17-18-3-2-4-20(15-18)19-11-13-32-14-12-19)28(34)27-26(29)24-10-5-21(30)16-25(24)35-27/h2-5,10-16,22-23,31H,6-9,17H2,1H3/t22-,23-

Standard InChI Key:  TUNKKTFGWJKZQN-YHBQERECSA-N

Alternative Forms

1. Parent:

   

   ALA2160035

   3-chloro-6-fluoro-N-[4-(methylamino)cyclohexyl]-N-[(3-pyridin-4-ylphenyl)methyl]-1-benzothiophene-2-carboxamide

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: 508.06

Molecular Weight (Monoisotopic): 507.1547

AlogP: 6.93

#Rotatable Bonds: 6

Polar Surface Area: 45.23

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 10.40

CX LogP: 5.92

CX LogD: 3.12

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.31

Np Likeness Score: -1.74

References

1. Seifert K, Büttner A, Rigol S, Eilert N, Wandel E, Giannis A..  (2012)  Potent small molecule Hedgehog agonists induce VEGF expression in vitro.,  20  (21): [PMID:22985958] [10.1016/j.bmc.2012.08.026]

Source

Source(1):

• Scientific Literature