(2R,5R,8R,11R,15R)-8-benzyl-2,7-dimethyl-5-[3-({[(methylcarbamoyl)amino]methanimidoyl}amino)propyl]-3,6,9,13,17-pentaoxo-1,4,7,10,14-pentaazacycloheptadecane-11,15-dicarboxylic acid

• ChemBase ID: 3290
• Molecular Formular: C29H41N9O10
• Molecular Mass: 675.69014
• Monoisotopic Mass: 675.29763856
• SMILES: CNC(=O)NC(=N)NCCC[C@H]1NC(=O)[C@@H](C)NC(=O)C[C@@H](NC(=O)C[C@@H](NC(=O)[C@H](Cc2ccccc2)N(C)C1=O)C(=O)O)C(=O)O
• Canonical SMILES: CNC(=O)NC(=N)NCCC[C@H]1NC(=O)[C@@H](C)NC(=O)C[C@@H](NC(=O)C[C@@H](NC(=O)[C@@H](N(C1=O)C)Cc1ccccc1)C(=O)O)C(=O)O
• InChI: InChI=1S/C29H41N9O10/c1-15-23(41)35-17(10-7-11-32-28(30)37-29(48)31-2)25(43)38(3)20(12-16-8-5-4-6-9-16)24(42)36-19(27(46)47)14-22(40)34-18(26(44)45)13-21(39)33-15/h4-6,8-9,15,17-20H,7,10-14H2,1-3H3,(H,33,39)(H,34,40)(H,35,41)(H,36,42)(H,44,45)(H,46,47)(H4,30,31,32,37,48)/t15-,17-,18-,19-,20-/m1/s1
• InChIKey: UHBHXSDKGLPPGO-YHUYVZNPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,5R,8R,11R,15R)-8-benzyl-2,7-dimethyl-5-[3-({[(methylcarbamoyl)amino]methanimidoyl}amino)propyl]-3,6,9,13,17-pentaoxo-1,4,7,10,14-pentaazacycloheptadecane-11,15-dicarboxylic acid
• IUPAC Traditional name: @argifin
• Synonyms: Argifin

Database IDs

• PubChem SID: 46504954; 160966732
• PubChem CID: 46936737

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.1531534
• H Acceptors: 12
• H Donor: 10
• LogD (pH = 5.5): -6.500726
• LogD (pH = 7.4): -8.349885
• Log P: -5.1354184
• Molar Refractivity: 174.5165 cm^3
• Polarizability: 63.619656 Å^3
• Polar Surface Area: 288.32 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.83
• LOG S: -3.6
• Solubility (Water): 1.71e-01 g/l

DETAILS

DrugBank - DB03632

Drug information: experimental