(2R,3R)-2-{[4-(tert-butylcarbamoyl)piperazine-1-carbonyl]amino}-6-carbamimidamido-3-formylhexanoic acid

• ChemBase ID: 3096
• Molecular Formular: C18H33N7O5
• Molecular Mass: 427.49852
• Monoisotopic Mass: 427.25431719
• SMILES: CC(C)(C)NC(=O)N1CCN(CC1)C(=O)N[C@H]([C@@H](CCCNC(=N)N)C=O)C(=O)O
• Canonical SMILES: O=C[C@@H]([C@H](C(=O)O)NC(=O)N1CCN(CC1)C(=O)NC(C)(C)C)CCCNC(=N)N
• InChI: InChI=1S/C18H33N7O5/c1-18(2,3)23-17(30)25-9-7-24(8-10-25)16(29)22-13(14(27)28)12(11-26)5-4-6-21-15(19)20/h11-13H,4-10H2,1-3H3,(H,22,29)(H,23,30)(H,27,28)(H4,19,20,21)/t12-,13+/m0/s1
• InChIKey: BVNQCAHTTOIOEK-QWHCGFSZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-2-{[4-(tert-butylcarbamoyl)piperazine-1-carbonyl]amino}-6-carbamimidamido-3-formylhexanoic acid
• IUPAC Traditional name: (2R,3R)-2-[4-(tert-butylcarbamoyl)piperazine-1-carbonylamino]-6-carbamimidamido-3-formylhexanoic acid
• Synonyms: 1-(4-Tert-Butylcarbamoyl-Piperazine-1-Carbonyl)-3-(3-Guanidino-Propyl)-4-Oxo-Azetidine-2-Carboxylic Acid

Database IDs

• PubChem SID: 160966540; 46509093
• PubChem CID: 46936667

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.4283736
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -3.5215592
• LogD (pH = 7.4): -3.5185645
• Log P: -3.5185647
• Molar Refractivity: 119.2988 cm^3
• Polarizability: 41.620285 Å^3
• Polar Surface Area: 180.95 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.83
• LOG S: -3.19
• Solubility (Water): 2.78e-01 g/l

DETAILS

DrugBank - DB03417

Drug information: experimental