(2S,3S,4S,5R)-2,5-bis(benzyloxy)-3,4-dihydroxy-N,N'-bis[(1R)-2-methyl-1-[(pyridin-2-ylmethyl)carbamoyl]propyl]hexanediamide

• ChemBase ID: 3450
• Molecular Formular: C42H52N6O8
• Molecular Mass: 768.89768
• Monoisotopic Mass: 768.38466265
• SMILES: CC(C)[C@@H](NC(=O)[C@@H](OCc1ccccc1)[C@@H](O)[C@H](O)[C@@H](OCc1ccccc1)C(=O)N[C@H](C(C)C)C(=O)NCc1ccccn1)C(=O)NCc1ccccn1
• Canonical SMILES: O=C([C@H]([C@H]([C@@H]([C@H](C(=O)N[C@@H](C(=O)NCc1ccccn1)C(C)C)OCc1ccccc1)O)O)OCc1ccccc1)N[C@@H](C(=O)NCc1ccccn1)C(C)C
• InChI: InChI=1S/C42H52N6O8/c1-27(2)33(39(51)45-23-31-19-11-13-21-43-31)47-41(53)37(55-25-29-15-7-5-8-16-29)35(49)36(50)38(56-26-30-17-9-6-10-18-30)42(54)48-34(28(3)4)40(52)46-24-32-20-12-14-22-44-32/h5-22,27-28,33-38,49-50H,23-26H2,1-4H3,(H,45,51)(H,46,52)(H,47,53)(H,48,54)/t33-,34-,35+,36+,37-,38+/m1/s1
• InChIKey: SVFLQOLSPWURCD-MJVPYHJASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R)-2,5-bis(benzyloxy)-3,4-dihydroxy-N,N'-bis[(1R)-2-methyl-1-[(pyridin-2-ylmethyl)carbamoyl]propyl]hexanediamide
• IUPAC Traditional name: @inhibitor msa367
• Synonyms: Inhibitor Msa367

Database IDs

• PubChem SID: 46506501; 160966889
• PubChem CID: 46936794

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.565124
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): 2.3217306
• LogD (pH = 7.4): 2.3572044
• Log P: 2.357694
• Molar Refractivity: 206.7568 cm^3
• Polarizability: 81.62124 Å^3
• Polar Surface Area: 201.1 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.39
• LOG S: -4.63
• Solubility (Water): 1.80e-02 g/l

DETAILS

DrugBank - DB03803

Drug information: experimental