(2S)-2-[(1,3-benzoxazol-2-yl)amino]-3-cyclohexyl-N-{2-[(4-methoxyphenyl)amino]ethyl}propanamide

• ChemBase ID: 5472
• Molecular Formular: C25H32N4O3
• Molecular Mass: 436.54658
• Monoisotopic Mass: 436.2474409
• SMILES: O=C([C@@H](Nc1oc2ccccc2n1)CC1CCCCC1)NCCNc1ccc(cc1)OC
• Canonical SMILES: COc1ccc(cc1)NCCNC(=O)[C@@H](Nc1nc2c(o1)cccc2)CC1CCCCC1
• InChI: InChI=1S/C25H32N4O3/c1-31-20-13-11-19(12-14-20)26-15-16-27-24(30)22(17-18-7-3-2-4-8-18)29-25-28-21-9-5-6-10-23(21)32-25/h5-6,9-14,18,22,26H,2-4,7-8,15-17H2,1H3,(H,27,30)(H,28,29)/t22-/m0/s1
• InChIKey: VFNWTXUFNNOQHD-QFIPXVFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(1,3-benzoxazol-2-yl)amino]-3-cyclohexyl-N-{2-[(4-methoxyphenyl)amino]ethyl}propanamide
• IUPAC Traditional name: (2S)-2-(1,3-benzoxazol-2-ylamino)-3-cyclohexyl-N-{2-[(4-methoxyphenyl)amino]ethyl}propanamide
• Synonyms: N~2~-1,3-BENZOXAZOL-2-YL-3-CYCLOHEXYL-N-{2-[(4-METHOXYPHENYL)AMINO]ETHYL}-L-ALANINAMIDE

Database IDs

• PubChem SID: 99444310; 160968900
• PubChem CID: 6420159

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.801423
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 3.8988276
• LogD (pH = 7.4): 4.1602764
• Log P: 4.1812925
• Molar Refractivity: 126.108 cm^3
• Polarizability: 48.948376 Å^3
• Polar Surface Area: 88.42 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 5.12
• LOG S: -4.12
• Solubility (Water): 3.34e-02 g/l

DETAILS

DrugBank - DB07839

Drug information: experimental