(1s,4s)-N-[(2R)-1-[(2S)-2-{[(1R)-1-{[(1S)-1-carbamoyl-5-[(diaminomethylidene)amino]pentyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}azetidin-1-yl]-3-cyclohexyl-1-oxopropan-2-yl]-4-{[(diaminomethylidene)amino]methyl}cyclohexane-1-carboxamide

• ChemBase ID: 4250
• Molecular Formular: C38H61N11O6
• Molecular Mass: 767.96104
• Monoisotopic Mass: 767.48062873
• SMILES: NC(=O)[C@H](CCCCN=C(N)N)NC(=O)[C@@H](Cc1ccc(O)cc1)NC(=O)[C@@H]1CCN1C(=O)[C@@H](CC1CCCCC1)NC(=O)[C@@H]1CC[C@@H](CC1)CN=C(N)N
• Canonical SMILES: NC(=NCCCC[C@@H](C(=O)N)NC(=O)[C@H](NC(=O)[C@@H]1CCN1C(=O)[C@H](NC(=O)[C@@H]1CC[C@@H](CC1)CN=C(N)N)CC1CCCCC1)Cc1ccc(cc1)O)N
• InChI: InChI=1S/C38H61N11O6/c39-32(51)28(8-4-5-18-44-37(40)41)46-34(53)29(20-24-11-15-27(50)16-12-24)47-35(54)31-17-19-49(31)36(55)30(21-23-6-2-1-3-7-23)48-33(52)26-13-9-25(10-14-26)22-45-38(42)43/h11-12,15-16,23,25-26,28-31,50H,1-10,13-14,17-22H2,(H2,39,51)(H,46,53)(H,47,54)(H,48,52)(H4,40,41,44)(H4,42,43,45)/t25-,26+,28-,29+,30+,31-/m0/s1
• InChIKey: PCCHJIAHIWBHDQ-CNXMXSPQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1s,4s)-N-[(2R)-1-[(2S)-2-{[(1R)-1-{[(1S)-1-carbamoyl-5-[(diaminomethylidene)amino]pentyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}azetidin-1-yl]-3-cyclohexyl-1-oxopropan-2-yl]-4-{[(diaminomethylidene)amino]methyl}cyclohexane-1-carboxamide
• IUPAC Traditional name: (1s,4s)-N-[(2R)-1-[(2S)-2-{[(1R)-1-{[(1S)-1-carbamoyl-5-[(diaminomethylidene)amino]pentyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}azetidin-1-yl]-3-cyclohexyl-1-oxopropan-2-yl]-4-{[(diaminomethylidene)amino]methyl}cyclohexane-1-carboxamide
• Synonyms: TRANS-4-(GUANIDINOMETHYL)-CYCLOHEXANE-L-YL-D-3-CYCLOHEXYLALANYL-L-AZETIDINE-2-YL-D-TYROSINYL-L-HOMOARGININAMIDE

Database IDs

• PubChem SID: 160967682; 46507271
• PubChem CID: 5288332

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.496518
• H Acceptors: 12
• H Donor: 9
• LogD (pH = 5.5): -4.74244
• LogD (pH = 7.4): -4.456757
• Log P: -0.8346442
• Molar Refractivity: 206.3901 cm^3
• Polarizability: 79.81888 Å^3
• Polar Surface Area: 299.73 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.19
• LOG S: -4.72
• Solubility (Water): 1.47e-02 g/l

DETAILS

DrugBank - DB04697

Drug information: experimental