4-Ethoxy-1-mercaptomethyl-cyclohexanecarboxylic acid [(S)-2-phenyl-1-(4-trifluoromethoxy-phenylcarbamoyl)-ethyl]-amide

ID: ALA413270

Chembl Id: CHEMBL413270

PubChem CID: 44303186

Max Phase: Preclinical

Molecular Formula: C26H31F3N2O4S

Molecular Weight: 524.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCO[C@H]1CC[C@@](CS)(C(=O)N[C@@H](Cc2ccccc2)C(=O)Nc2ccc(OC(F)(F)F)cc2)CC1

Standard InChI:  InChI=1S/C26H31F3N2O4S/c1-2-34-20-12-14-25(17-36,15-13-20)24(33)31-22(16-18-6-4-3-5-7-18)23(32)30-19-8-10-21(11-9-19)35-26(27,28)29/h3-11,20,22,36H,2,12-17H2,1H3,(H,30,32)(H,31,33)/t20-,22-,25+/m0/s1

Standard InChI Key:  QHKXZDFWYMKYHX-UWDQQESISA-N

Alternative Forms

1. Parent:

   

   ALA413270

   4-Ethoxy-1-mercaptomethyl-cyclohexanecarboxylic acid [(S)-2-phenyl-1-(4-trifluoromethoxy-phenylcarbamoyl)-ethyl]-amide

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: 524.61

Molecular Weight (Monoisotopic): 524.1957

AlogP: 5.15

#Rotatable Bonds: 10

Polar Surface Area: 76.66

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.06

CX Basic pKa: ┄

CX LogP: 6.02

CX LogD: 6.01

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.38

Np Likeness Score: -0.62

References

1. Fink CA, Carlson JE, Boehm C, McTaggart P, Qiao Y, Doughty J, Ganu V, Melton R, Goldberg R..  (1999)  Design and synthesis of thiol containing inhibitors of matrix metalloproteinases.,  9  (2): [PMID:10021927] [10.1016/s0960-894x(98)00716-1]

Source

Source(1):

• Scientific Literature