(2R,5S,6R)-6-[(6R)-6-(2-azaniumylacetamido)-6-carboxylatohexanamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

• ChemBase ID: 3463
• Molecular Formular: C17H25N4O7S-
• Molecular Mass: 429.468
• Monoisotopic Mass: 429.14439516
• SMILES: CC1(C)S[C@H]2[C@H](NC(=O)CCCC[C@@H](NC(=O)C[NH3+])C(=O)[O-])C(=O)N2[C@@H]1C(=O)[O-]
• Canonical SMILES: [NH3+]CC(=O)N[C@@H](C(=O)[O-])CCCCC(=O)N[C@@H]1C(=O)N2[C@H]1SC([C@H]2C(=O)[O-])(C)C
• InChI: InChI=1S/C17H26N4O7S/c1-17(2)12(16(27)28)21-13(24)11(14(21)29-17)20-9(22)6-4-3-5-8(15(25)26)19-10(23)7-18/h8,11-12,14H,3-7,18H2,1-2H3,(H,19,23)(H,20,22)(H,25,26)(H,27,28)/p-1/t8-,11-,12-,14+/m1/s1
• InChIKey: LDJWRKFRKCXUDO-PBFTVQBMSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,5S,6R)-6-[(6R)-6-(2-azaniumylacetamido)-6-carboxylatohexanamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
• IUPAC Traditional name: (2R,5S,6R)-6-[(6R)-6-(2-aminioacetamido)-6-carboxylatohexanamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
• Synonyms: (2s,5r,6r)-6-{[(6r)-6-(Glycylamino)-7-Oxido-7-Oxoheptanoyl]Amino}-3,3-Dimethyl-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylate

Database IDs

• PubChem SID: 160966902; 46504856
• PubChem CID: 46936796

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.0926094
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -5.722612
• LogD (pH = 7.4): -7.307306
• Log P: -4.243061
• Molar Refractivity: 133.4224 cm^3
• Polarizability: 39.833466 Å^3
• Polar Surface Area: 186.41 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.43
• LOG S: -2.41
• Solubility (Water): 1.97e+00 g/l

DETAILS

DrugBank - DB03820

Drug information: experimental