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

• ChemBase ID: 5893
• Molecular Formular: C21H21N2O5S-
• Molecular Mass: 413.46684
• Monoisotopic Mass: 413.11711778
• SMILES: O(c1ccc2c(c1C(=O)N[C@@H]1C(=O)N3[C@@H](C(=O)[O-])C(C)(C)S[C@H]13)cccc2)CC
• Canonical SMILES: CCOc1ccc2c(c1C(=O)N[C@@H]1C(=O)N3[C@@H]1SC([C@@H]3C(=O)[O-])(C)C)cccc2
• InChI: InChI=1S/C21H22N2O5S/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27)/p-1/t15-,16+,19-/m1/s1
• InChIKey: GPXLMGHLHQJAGZ-JTDSTZFVSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,5R,6R)-6-(2-ethoxynaphthalene-1-amido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
• IUPAC Traditional name: (2S,5R,6R)-6-(2-ethoxynaphthalene-1-amido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
• Synonyms: 6-[[(2-ETHOXY-1-NAPHTHALENYL)CARBONYL]AMINO]-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLATE

Database IDs

• PubChem SID: 162103354
• PubChem CID: 5289006

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.3094113
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.11520102
• LogD (pH = 7.4): -1.1349657
• Log P: 2.289126
• Molar Refractivity: 118.9755 cm^3
• Polarizability: 42.997944 Å^3
• Polar Surface Area: 98.77 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.76
• LOG S: -4.4
• Solubility (Water): 1.70e-02 g/l

DETAILS

DrugBank - DB08269

Drug information: experimental