(1r,4r)-4-(3-chloro-2-fluorophenoxy)-1-({6-[(1,3-thiazol-2-yl)amino]pyridin-2-yl}methyl)cyclohexane-1-carboxylic acid

• ChemBase ID: 312705
• Molecular Formular: C22H21ClFN3O3S
• Molecular Mass: 461.9368432
• Monoisotopic Mass: 461.09761845
• SMILES: n1c(cccc1C[C@]1(CC[C@H](CC1)Oc1c(c(ccc1)Cl)F)C(=O)O)Nc1sccn1
• Canonical SMILES: OC(=O)[C@@]1(CC[C@H](CC1)Oc1cccc(c1F)Cl)Cc1cccc(n1)Nc1nccs1
• InChI: InChI=1S/C22H21ClFN3O3S/c23-16-4-2-5-17(19(16)24)30-15-7-9-22(10-8-15,20(28)29)13-14-3-1-6-18(26-14)27-21-25-11-12-31-21/h1-6,11-12,15H,7-10,13H2,(H,28,29)(H,25,26,27)/t15-,22-
• InChIKey: LCVIRAZGMYMNNT-VVONHTQRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1r,4r)-4-(3-chloro-2-fluorophenoxy)-1-({6-[(1,3-thiazol-2-yl)amino]pyridin-2-yl}methyl)cyclohexane-1-carboxylic acid
• IUPAC Traditional name: (1r,4r)-4-(3-chloro-2-fluorophenoxy)-1-{[6-(1,3-thiazol-2-ylamino)pyridin-2-yl]methyl}cyclohexane-1-carboxylic acid
• Synonyms: MK-5108 (VX-689)

Database IDs

• CAS Number: 1010085-13-8

CALCULATED PROPERTIES

• Acid pKa: 4.004476
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 4.4782596
• LogD (pH = 7.4): 2.7751377
• Log P: 5.0408754
• Molar Refractivity: 114.8942 cm^3
• Polarizability: 44.399544 Å^3
• Polar Surface Area: 84.34 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Target: Aurora Kinase

Product Information

• Salt Data: Free Base