3-(N-((S)-1-(Dimethylamino)-1-oxopropan-2-yl)-(trans-4-methylcyclohexane)-1-carboxamido)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic Acid

ID: ALA4572781

Chembl Id: CHEMBL4572781

PubChem CID: 56597566

Max Phase: Preclinical

Molecular Formula: C24H34N2O4S

Molecular Weight: 446.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[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/C24H34N2O4S/c1-15-8-10-17(11-9-15)22(28)26(16(2)21(27)25(6)7)19-14-18(12-13-24(3,4)5)31-20(19)23(29)30/h14-17H,8-11H2,1-7H3,(H,29,30)/t15-,16-,17-/m0/s1

Standard InChI Key:  RAKYDVBRKIRGQA-ULQDDVLXSA-N

Alternative Forms

1. Parent:

   

   ALA4572781

   3-[[(2S)-1-(dimethylamino)-1-oxopropan-2-yl]-(4-methylcyclohexanecarbonyl)amino]-5-(3,3-dimethylbut-1-ynyl)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: 446.61

Molecular Weight (Monoisotopic): 446.2239

AlogP: 4.48

#Rotatable Bonds: 5

Polar Surface Area: 77.92

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.57

CX Basic pKa: ┄

CX LogP: 4.88

CX LogD: 1.53

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.68

Np Likeness Score: -0.56

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]

2. Li P, Dorsch W, Lauffer DJ, Bilimoria D, Chauret N, Court JJ, Das SK, Denis F, Mani N, Nanthakumar S, Nicolas O, Rao BG, Ronkin S, Selliah S, Shawgo RS, Stearns R, Tang Q, Waal ND, Green J..  (2017)  Discovery of Novel Allosteric HCV NS5B Inhibitors. 2. Lactam-Containing Thiophene Carboxylates.,  8  (2): [PMID:28197321] [10.1021/acsmedchemlett.6b00479]

Source

Source(1):

• Scientific Literature