3-[(2S,4S,5R)-5,6-dichloro-2,4-dimethylhexanoyl]-4-hydroxy-5,6-dimethoxy-1,2-dihydropyridin-2-one

• ChemBase ID: 4192
• Molecular Formular: C15H21Cl2NO5
• Molecular Mass: 366.23694
• Monoisotopic Mass: 365.07967814
• SMILES: O=C([C@H](C[C@H](C)[C@@H](Cl)CCl)C)c1c(=O)[nH]c(c(c1O)OC)OC
• Canonical SMILES: C[C@H](C(=O)c1c(O)c(OC)c([nH]c1=O)OC)C[C@@H]([C@H](CCl)Cl)C
• InChI: InChI=1S/C15H21Cl2NO5/c1-7(9(17)6-16)5-8(2)11(19)10-12(20)13(22-3)15(23-4)18-14(10)21/h7-9H,5-6H2,1-4H3,(H2,18,20,21)/t7-,8-,9-/m0/s1
• InChIKey: OVULNOOPECCZRG-CIUDSAMLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2S,4S,5R)-5,6-dichloro-2,4-dimethylhexanoyl]-4-hydroxy-5,6-dimethoxy-1,2-dihydropyridin-2-one
• IUPAC Traditional name: 3-[(2S,4S,5R)-5,6-dichloro-2,4-dimethylhexanoyl]-4-hydroxy-5,6-dimethoxy-1H-pyridin-2-one
• Synonyms: AT5; 3-[(2S,4S,5R)-5,6-DICHLORO-2,4-DIMETHYL-1-OXOHEXYL]-4-HYDROXY-5,6-DIMETHOXY-2(1H)-PYRIDINONE; AA5; Atpenin A5

Database IDs

• CAS Number: 119509-24-9
• PubChem SID: 46504865; 160967624
• PubChem CID: 197273; 54676868

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.9760829
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.588852
• LogD (pH = 7.4): -0.89762384
• Log P: 2.6371422
• Molar Refractivity: 99.1044 cm^3
• Polarizability: 34.260094 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.51
• LOG S: -4.09
• Solubility (Water): 2.98e-02 g/l

DETAILS

DrugBank - DB04631

Drug information: experimental