(2S,3R)-N,3-dihydroxy-2-[(4-{2-[4-(morpholin-4-ylmethyl)phenyl]ethynyl}phenyl)formamido]butanamide

• ChemBase ID: 5180
• Molecular Formular: C24H27N3O5
• Molecular Mass: 437.48828
• Monoisotopic Mass: 437.19507098
• SMILES: C(c1ccc(C#Cc2ccc(C(=O)N[C@@H]([C@@H](C)O)C(=O)NO)cc2)cc1)N1CCOCC1
• Canonical SMILES: ONC(=O)[C@H]([C@H](O)C)NC(=O)c1ccc(cc1)C#Cc1ccc(cc1)CN1CCOCC1
• InChI: InChI=1S/C24H27N3O5/c1-17(28)22(24(30)26-31)25-23(29)21-10-8-19(9-11-21)3-2-18-4-6-20(7-5-18)16-27-12-14-32-15-13-27/h4-11,17,22,28,31H,12-16H2,1H3,(H,25,29)(H,26,30)/t17-,22+/m1/s1
• InChIKey: FQYBTYFKOHPWQT-VGSWGCGISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-N,3-dihydroxy-2-[(4-{2-[4-(morpholin-4-ylmethyl)phenyl]ethynyl}phenyl)formamido]butanamide
• IUPAC Traditional name: (2S,3R)-N,3-dihydroxy-2-[(4-{2-[4-(morpholin-4-ylmethyl)phenyl]ethynyl}phenyl)formamido]butanamide
• Synonyms: N-{(1S,2R)-2-hydroxy-1-[(hydroxyamino)carbonyl]propyl}-4-{[4-(morpholin-4-ylmethyl)phenyl]ethynyl}benzamide

Database IDs

• PubChem SID: 99444007; 160968610
• PubChem CID: 11546620

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.705012
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.12781388
• LogD (pH = 7.4): 1.3681078
• Log P: 1.3892574
• Molar Refractivity: 115.6147 cm^3
• Polarizability: 45.848793 Å^3
• Polar Surface Area: 111.13 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.53
• LOG S: -4.44
• Solubility (Water): 1.59e-02 g/l

DETAILS

DrugBank - DB07536

Drug information: experimental