5-[(2R,3R)-2-{[(1S,2R)-2-{[(R)-(tert-butoxy)(hydroxy)methyl]amino}-1-hydroxy-3-phenylpropyl]amino}-3-hydroxy-3-(pentylamino)propyl]-2-(carboxymethoxy)benzoic acid

• ChemBase ID: 2686
• Molecular Formular: C31H47N3O9
• Molecular Mass: 605.71958
• Monoisotopic Mass: 605.3312301
• SMILES: CCCCCN[C@H](O)[C@@H](Cc1ccc(OCC(=O)O)c(c1)C(=O)O)N[C@@H](O)[C@@H](Cc1ccccc1)N[C@H](O)OC(C)(C)C
• Canonical SMILES: CCCCCN[C@@H]([C@@H](Cc1ccc(c(c1)C(=O)O)OCC(=O)O)N[C@H]([C@@H](Cc1ccccc1)N[C@@H](OC(C)(C)C)O)O)O
• InChI: InChI=1S/C31H47N3O9/c1-5-6-10-15-32-27(37)23(18-21-13-14-25(42-19-26(35)36)22(16-21)29(39)40)33-28(38)24(17-20-11-8-7-9-12-20)34-30(41)43-31(2,3)4/h7-9,11-14,16,23-24,27-28,30,32-34,37-38,41H,5-6,10,15,17-19H2,1-4H3,(H,35,36)(H,39,40)/t23-,24-,27-,28+,30-/m1/s1
• InChIKey: WVFJFYADATXBBE-ZKBMQHRLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(2R,3R)-2-{[(1S,2R)-2-{[(R)-(tert-butoxy)(hydroxy)methyl]amino}-1-hydroxy-3-phenylpropyl]amino}-3-hydroxy-3-(pentylamino)propyl]-2-(carboxymethoxy)benzoic acid
• IUPAC Traditional name: 5-[(2R,3R)-2-{[(1S,2R)-2-{[(R)-tert-butoxy(hydroxy)methyl]amino}-1-hydroxy-3-phenylpropyl]amino}-3-hydroxy-3-(pentylamino)propyl]-2-(carboxymethoxy)benzoic acid
• Synonyms: PNU177836

Database IDs

• PubChem SID: 160966135; 46504805
• PubChem CID: 46936546

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.7373307
• H Acceptors: 12
• H Donor: 8
• LogD (pH = 5.5): 0.29249126
• LogD (pH = 7.4): -1.3578126
• Log P: 0.7963428
• Molar Refractivity: 159.9365 cm^3
• Polarizability: 63.611454 Å^3
• Polar Surface Area: 189.84 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.41
• LOG S: -3.78
• Solubility (Water): 1.01e-01 g/l

DETAILS

DrugBank - DB02977

Drug information: experimental