[(2S,3aS,6R,7aR)-2-[(4-carbamimidamidobutyl)carbamoyl]-1-[(2R,3S)-2-[(2S)-2-hydroxy-3-(4-hydroxyphenyl)propanamido]-3-methylpentanoyl]-octahydro-1H-indol-6-yl]oxidanesulfonic acid

• ChemBase ID: 3981
• Molecular Formular: C29H46N6O9S
• Molecular Mass: 654.77534
• Monoisotopic Mass: 654.30469808
• SMILES: CC[C@H](C)[C@@H](NC(=O)[C@@H](O)Cc1ccc(O)cc1)C(=O)N1[C@@H]2C[C@@H](CC[C@H]2C[C@H]1C(=O)NCCCCNC(=N)N)OS(=O)(=O)O
• Canonical SMILES: CC[C@@H]([C@H](C(=O)N1[C@@H]2C[C@@H](CC[C@H]2C[C@H]1C(=O)NCCCCNC(=N)N)OS(=O)(=O)O)NC(=O)[C@H](Cc1ccc(cc1)O)O)C
• InChI: InChI=1S/C29H46N6O9S/c1-3-17(2)25(34-27(39)24(37)14-18-6-9-20(36)10-7-18)28(40)35-22-16-21(44-45(41,42)43)11-8-19(22)15-23(35)26(38)32-12-4-5-13-33-29(30)31/h6-7,9-10,17,19,21-25,36-37H,3-5,8,11-16H2,1-2H3,(H,32,38)(H,34,39)(H4,30,31,33)(H,41,42,43)/t17-,19-,21+,22+,23-,24-,25+/m0/s1
• InChIKey: WZVRXEOKWMIDDV-FEUXNLHUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S,3aS,6R,7aR)-2-[(4-carbamimidamidobutyl)carbamoyl]-1-[(2R,3S)-2-[(2S)-2-hydroxy-3-(4-hydroxyphenyl)propanamido]-3-methylpentanoyl]-octahydro-1H-indol-6-yl]oxidanesulfonic acid
• IUPAC Traditional name: @aeruginosin 98-B
• Synonyms: Aeruginosin 98-B

Database IDs

• PubChem SID: 160967416; 46509169
• PubChem CID: 46936965

CALCULATED PROPERTIES

JChem

• Acid pKa: -1.7406576
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -0.23559049
• LogD (pH = 7.4): -0.23896277
• Log P: -0.23555674
• Molar Refractivity: 174.0444 cm^3
• Polarizability: 64.59699 Å^3
• Polar Surface Area: 244.47 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.63
• LOG S: -3.68
• Solubility (Water): 1.36e-01 g/l

DETAILS

DrugBank - DB04391

Drug information: experimental