3-((trans)-N-((S)-1-(dimethylamino)-1-oxopentan-2-yl)-4-methylcyclohexanecarboxamido)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid

ID: ALA4522557

Chembl Id: CHEMBL4522557

PubChem CID: 56599212

Max Phase: Preclinical

Molecular Formula: C26H38N2O4S

Molecular Weight: 474.67

Molecule Type: Unknown

Associated Items:

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H38N2O4S/c1-8-9-20(24(30)27(6)7)28(23(29)18-12-10-17(2)11-13-18)21-16-19(14-15-26(3,4)5)33-22(21)25(31)32/h16-18,20H,8-13H2,1-7H3,(H,31,32)/t17-,18-,20-/m0/s1

Standard InChI Key:  OZCIEWIMPNZLQL-BJLQDIEVSA-N

Associated Targets(non-human)

NS5A Nonstructural protein 5A (2812 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 474.67Molecular Weight (Monoisotopic): 474.2552AlogP: 5.26#Rotatable Bonds: 7
Polar Surface Area: 77.92Molecular Species: ACIDHBA: 4HBD: 1
#RO5 Violations: 1HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 3.57CX Basic pKa: CX LogP: 5.85CX LogD: 2.50
Aromatic Rings: 1Heavy Atoms: 33QED Weighted: 0.55Np Likeness Score: -0.44

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