(3S)-3-{[(1S)-1-[(4-carbamimidamidobutyl)carbamoyl]-3-methylbutyl]carbamoyl}-3-hydroxypropanoic acid

• ChemBase ID: 3886
• Molecular Formular: C15H29N5O5
• Molecular Mass: 359.42126
• Monoisotopic Mass: 359.21686905
• SMILES: CC(C)C[C@H](NC(=O)[C@@H](O)CC(=O)O)C(=O)NCCCCNC(=N)N
• Canonical SMILES: CC(C[C@@H](C(=O)NCCCCNC(=N)N)NC(=O)[C@H](CC(=O)O)O)C
• InChI: InChI=1S/C15H29N5O5/c1-9(2)7-10(20-14(25)11(21)8-12(22)23)13(24)18-5-3-4-6-19-15(16)17/h9-11,21H,3-8H2,1-2H3,(H,18,24)(H,20,25)(H,22,23)(H4,16,17,19)/t10-,11-/m0/s1
• InChIKey: QPQNJAXBPHVASB-QWRGUYRKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-{[(1S)-1-[(4-carbamimidamidobutyl)carbamoyl]-3-methylbutyl]carbamoyl}-3-hydroxypropanoic acid
• IUPAC Traditional name: (3S)-3-{[(1S)-1-[(4-carbamimidamidobutyl)carbamoyl]-3-methylbutyl]carbamoyl}-3-hydroxypropanoic acid
• Synonyms: N-[N-[1-Hydroxycarboxyethyl-Carbonyl]Leucylamino-Butyl]-Guanidine

Database IDs

• PubChem SID: 46505123; 160967322
• PubChem CID: 5288146; 5288145

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.945092
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -3.1875644
• LogD (pH = 7.4): -3.1778154
• Log P: -3.1777613
• Molar Refractivity: 100.7395 cm^3
• Polarizability: 35.070156 Å^3
• Polar Surface Area: 177.63 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.07
• LOG S: -2.56
• Solubility (Water): 1.10e+00 g/l

DETAILS

DrugBank - DB04276

Drug information: experimental