({4-[(10R,11E,14S,18S)-18-(carbamoylmethyl)-14-(naphthalen-1-ylmethyl)-8,17,20-trioxo-7,16,19-triazaspiro[5.14]icos-11-en-10-yl]phenyl}methyl)phosphonic acid

• ChemBase ID: 2970
• Molecular Formular: C37H45N4O7P
• Molecular Mass: 688.749561
• Monoisotopic Mass: 688.30258643
• SMILES: NC(=O)C[C@H]1NC(=O)C2(CCCCC2)NC(=O)C[C@H](/C=C/C[C@H](CNC1=O)Cc1cccc2ccccc12)c1ccc(CP(=O)(O)O)cc1
• Canonical SMILES: NC(=O)C[C@H]1NC(=O)C2(CCCCC2)NC(=O)C[C@H](/C=C/C[C@H](CNC1=O)Cc1cccc2c1cccc2)c1ccc(cc1)CP(=O)(O)O
• InChI: InChI=1S/C37H45N4O7P/c38-33(42)22-32-35(44)39-23-26(20-30-12-7-10-28-9-2-3-13-31(28)30)8-6-11-29(27-16-14-25(15-17-27)24-49(46,47)48)21-34(43)41-37(36(45)40-32)18-4-1-5-19-37/h2-3,6-7,9-17,26,29,32H,1,4-5,8,18-24H2,(H2,38,42)(H,39,44)(H,40,45)(H,41,43)(H2,46,47,48)/b11-6+/t26-,29-,32-/m0/s1
• InChIKey: RHYFMOCFCFUTNH-GZNVFMSSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({4-[(10R,11E,14S,18S)-18-(carbamoylmethyl)-14-(naphthalen-1-ylmethyl)-8,17,20-trioxo-7,16,19-triazaspiro[5.14]icos-11-en-10-yl]phenyl}methyl)phosphonic acid
• IUPAC Traditional name: {4-[(10R,11E,14S,18S)-18-(carbamoylmethyl)-14-(naphthalen-1-ylmethyl)-8,17,20-trioxo-7,16,19-triazaspiro[5.14]icos-11-en-10-yl]phenyl}methylphosphonic acid
• Synonyms: 4-[(10s,14s,18s)-18-(2-Amino-2-Oxoethyl)-14-(1-Naphthylmethyl)-8,17,20-Trioxo-7,16,19-Triazaspiro[5.14]Icos-11-En-10-Yl]Benzylphosphonic Acid

Database IDs

• PubChem SID: 160966417; 46506983
• PubChem CID: 657098

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7384132
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): 0.2877584
• LogD (pH = 7.4): 0.21411319
• Log P: 2.5796857
• Molar Refractivity: 186.9088 cm^3
• Polarizability: 73.39389 Å^3
• Polar Surface Area: 187.92 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.54
• LOG S: -5.92
• Solubility (Water): 8.25e-04 g/l

DETAILS

DrugBank - DB03276

Drug information: experimental