(3R,5S)-N-{4-chloro-3-[(pyridin-3-yloxy)methyl]phenyl}-3-fluoro-5-(morpholin-4-yl)cyclohex-1-ene-1-carboxamide

• ChemBase ID: 5696
• Molecular Formular: C23H25ClFN3O3
• Molecular Mass: 445.9143032
• Monoisotopic Mass: 445.15684758
• SMILES: Clc1ccc(cc1COc1cnccc1)NC(=O)C1=C[C@H](F)C[C@H](C1)N1CCOCC1
• Canonical SMILES: F[C@@H]1C[C@H](CC(=C1)C(=O)Nc1ccc(c(c1)COc1cccnc1)Cl)N1CCOCC1
• InChI: InChI=1S/C23H25ClFN3O3/c24-22-4-3-19(11-17(22)15-31-21-2-1-5-26-14-21)27-23(29)16-10-18(25)13-20(12-16)28-6-8-30-9-7-28/h1-5,10-11,14,18,20H,6-9,12-13,15H2,(H,27,29)/t18-,20-/m0/s1
• InChIKey: YQJVDUKATDECHF-ICSRJNTNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,5S)-N-{4-chloro-3-[(pyridin-3-yloxy)methyl]phenyl}-3-fluoro-5-(morpholin-4-yl)cyclohex-1-ene-1-carboxamide
• IUPAC Traditional name: (3R,5S)-N-{4-chloro-3-[(pyridin-3-yloxy)methyl]phenyl}-3-fluoro-5-(morpholin-4-yl)cyclohex-1-ene-1-carboxamide
• Synonyms: N-[4-CHLORO-3-(PYRIDIN-3-YLOXYMETHYL)-PHENYL]-3-FLUORO-

Database IDs

• PubChem SID: 160969123; 99444539
• PubChem CID: 46937120

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.166677
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.83043474
• LogD (pH = 7.4): 2.5033443
• Log P: 2.8190346
• Molar Refractivity: 118.9734 cm^3
• Polarizability: 45.110977 Å^3
• Polar Surface Area: 63.69 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.07
• LOG S: -3.93
• Solubility (Water): 5.19e-02 g/l

DETAILS

DrugBank - DB08068

Drug information: experimental