(1R,2R,3R,4R)-4-carbamimidamido-3-[(1R)-1-acetamido-2-ethylbutyl]-2-hydroxycyclopentane-1-carboxylic acid

• ChemBase ID: 3312
• Molecular Formular: C15H28N4O4
• Molecular Mass: 328.40722
• Monoisotopic Mass: 328.2110554
• SMILES: CCC(CC)[C@@H](NC(=O)C)[C@@H]1[C@@H](O)[C@@H](C[C@H]1NC(=N)N)C(=O)O
• Canonical SMILES: CCC([C@H]([C@H]1[C@H](NC(=N)N)C[C@H]([C@@H]1O)C(=O)O)NC(=O)C)CC
• InChI: InChI=1S/C15H28N4O4/c1-4-8(5-2)12(18-7(3)20)11-10(19-15(16)17)6-9(13(11)21)14(22)23/h8-13,21H,4-6H2,1-3H3,(H,18,20)(H,22,23)(H4,16,17,19)/t9-,10-,11-,12-,13+/m1/s1
• InChIKey: XRQDFNLINLXZLB-VEGXAWMVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,3R,4R)-4-carbamimidamido-3-[(1R)-1-acetamido-2-ethylbutyl]-2-hydroxycyclopentane-1-carboxylic acid
• IUPAC Traditional name: (1R,2R,3R,4R)-4-carbamimidamido-3-[(1R)-1-acetamido-2-ethylbutyl]-2-hydroxycyclopentane-1-carboxylic acid
• Synonyms: Bcx-1812

Database IDs

• CAS Number: 330600-85-6
• PubChem SID: 160966753; 46508072
• PubChem CID: 46936744

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.183867
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -2.1383579
• LogD (pH = 7.4): -2.121641
• Log P: -2.1214879
• Molar Refractivity: 94.4604 cm^3
• Polarizability: 33.063732 Å^3
• Polar Surface Area: 148.53 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.27
• LOG S: -2.94
• Solubility (Water): 3.80e-01 g/l

DETAILS

DrugBank - DB03655

Drug information: experimental