5-(3,3-dimethylbut-1-ynyl)-3-((trans)-4-methyl-N-(2-(methylamino)-2-oxoethyl)cyclohexanecarboxamido)thiophene-2-carboxylic acid

ID: ALA4557273

Chembl Id: CHEMBL4557273

PubChem CID: 56597565

Max Phase: Preclinical

Molecular Formula: C22H30N2O4S

Molecular Weight: 418.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)CN(c1cc(C#CC(C)(C)C)sc1C(=O)O)C(=O)[C@H]1CC[C@H](C)CC1

Standard InChI:  InChI=1S/C22H30N2O4S/c1-14-6-8-15(9-7-14)20(26)24(13-18(25)23-5)17-12-16(10-11-22(2,3)4)29-19(17)21(27)28/h12,14-15H,6-9,13H2,1-5H3,(H,23,25)(H,27,28)/t14-,15-

Standard InChI Key:  SXFAWCGBWREASC-SHTZXODSSA-N

Alternative Forms

1. Parent:

   

   ALA4557273

   5-(3,3-Dimethylbut-1-ynyl)-3-[[2-(methylamino)-2-oxoethyl]-(4-methylcyclohexanecarbonyl)amino]thiophene-2-carboxylic acid

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: 418.56

Molecular Weight (Monoisotopic): 418.1926

AlogP: 3.75

#Rotatable Bonds: 5

Polar Surface Area: 86.71

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.57

CX Basic pKa: ┄

CX LogP: 4.09

CX LogD: 0.74

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.71

Np Likeness Score: -0.81

References

1. Court JJ, Poisson C, Ardzinski A, Bilimoria D, Chan L, Chandupatla K, Chauret N, Collier PN, Das SK, Denis F, Dorsch W, Iyer G, Lauffer D, L'Heureux L, Li P, Luisi BS, Mani N, Nanthakumar S, Nicolas O, Rao BG, Ronkin S, Selliah S, Shawgo RS, Tang Q, Waal ND, Yannopoulos CG, Green J..  (2016)  Discovery of Novel Thiophene-Based, Thumb Pocket 2 Allosteric Inhibitors of the Hepatitis C NS5B Polymerase with Improved Potency and Physicochemical Profiles.,  59  (13): [PMID:27366941] [10.1021/acs.jmedchem.6b00541]

Source

Source(1):

• Scientific Literature