[(1R)-2-(3-{methyl[1-(naphthalene-2-carbonyl)piperidin-4-yl]carbamoyl}naphthalen-2-yl)-1-(naphthalen-1-yl)-2-oxoethyl]phosphonic acid

• ChemBase ID: 3646
• Molecular Formular: C40H35N2O6P
• Molecular Mass: 670.689461
• Monoisotopic Mass: 670.22327348
• SMILES: CN(C1CCN(CC1)C(=O)c1cc2ccccc2cc1)C(=O)c1cc2ccccc2cc1C(=O)[C@@H](c1cccc2ccccc12)P(=O)(O)O
• Canonical SMILES: OP(=O)([C@H](c1cccc2c1cccc2)C(=O)c1cc2ccccc2cc1C(=O)N(C1CCN(CC1)C(=O)c1ccc2c(c1)cccc2)C)O
• InChI: InChI=1S/C40H35N2O6P/c1-41(32-19-21-42(22-20-32)39(44)31-18-17-26-9-2-3-11-28(26)23-31)40(45)36-25-30-13-5-4-12-29(30)24-35(36)37(43)38(49(46,47)48)34-16-8-14-27-10-6-7-15-33(27)34/h2-18,23-25,32,38H,19-22H2,1H3,(H2,46,47,48)/t38-/m1/s1
• InChIKey: XUJQPDQURBZEGJ-KXQOOQHDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R)-2-(3-{methyl[1-(naphthalene-2-carbonyl)piperidin-4-yl]carbamoyl}naphthalen-2-yl)-1-(naphthalen-1-yl)-2-oxoethyl]phosphonic acid
• IUPAC Traditional name: (1R)-2-(3-{methyl[1-(naphthalene-2-carbonyl)piperidin-4-yl]carbamoyl}naphthalen-2-yl)-1-(naphthalen-1-yl)-2-oxoethylphosphonic acid
• Synonyms: 2-[3-({Methyl[1-(2-Naphthoyl)Piperidin-4-Yl]Amino}Carbonyl)-2-Naphthyl]-1-(1-Naphthyl)-2-Oxoethylphosphonic Acid

Database IDs

• PubChem SID: 160967084; 46507882
• PubChem CID: 656932

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5643835
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.9592512
• LogD (pH = 7.4): 2.8671377
• Log P: 5.075798
• Molar Refractivity: 190.4242 cm^3
• Polarizability: 75.92512 Å^3
• Polar Surface Area: 115.22 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.49
• LOG S: -6.7
• Solubility (Water): 1.33e-04 g/l

DETAILS

DrugBank - DB04016

Drug information: experimental