N-(2-methylcyclohexyl)-1-(5-(2-((p-tolylamino)methyl)-1H-pyrrol-1-yl)-1,3,4-thiadiazol-2-yl)piperidine-4-carboxamide

ID: ALA4167751

Chembl Id: CHEMBL4167751

PubChem CID: 20885871

Max Phase: Preclinical

Molecular Formula: C27H36N6OS

Molecular Weight: 492.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NCc2cccn2-c2nnc(N3CCC(C(=O)NC4CCCCC4C)CC3)s2)cc1

Standard InChI:  InChI=1S/C27H36N6OS/c1-19-9-11-22(12-10-19)28-18-23-7-5-15-33(23)27-31-30-26(35-27)32-16-13-21(14-17-32)25(34)29-24-8-4-3-6-20(24)2/h5,7,9-12,15,20-21,24,28H,3-4,6,8,13-14,16-18H2,1-2H3,(H,29,34)

Standard InChI Key:  DHJIPDRETQSSMG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4167751

   N-(2-methylcyclohexyl)-1-[5-(2-{[(4-methylphenyl)amino]methyl}-1H-pyrrol-1-yl)-1,3,4-thiadiazol-2-yl]piperidine-4-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: 492.69

Molecular Weight (Monoisotopic): 492.2671

AlogP: 5.16

#Rotatable Bonds: 7

Polar Surface Area: 75.08

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.87

CX LogP: 5.47

CX LogD: 5.47

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.48

Np Likeness Score: -1.78

References

1. Lu W, Zhang D, Ma H, Tian S, Zheng J, Wang Q, Luo L, Zhang X..  (2018)  Discovery of potent and novel smoothened antagonists via structure-based virtual screening and biological assays.,  155  [PMID:29857275] [10.1016/j.ejmech.2018.05.035]

2. Song S, Jiang J, Zhao L, Wang Q, Lu W, Zheng C, Zhang J, Ma H, Tian S, Zheng J, Luo L, Li Y, Yang ZJ, Zhang X..  (2019)  Structural optimization on a virtual screening hit of smoothened receptor.,  172  [PMID:30939349] [10.1016/j.ejmech.2019.03.057]

Source

Source(1):

• Scientific Literature