(2S)-5-carbamimidamido-2-{[(6R,7R)-3-methyl-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-yl]formamido}pentanoic acid

• ChemBase ID: 183696
• Molecular Formular: C22H28N6O5S
• Molecular Mass: 488.55992
• Monoisotopic Mass: 488.18418903
• SMILES: N12C(=O)[C@H]([C@H]1SCC(=C2C(=O)N[C@H](C(=O)O)CCCNC(=N)N)C)NC(=O)Cc1ccccc1
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)O)NC(=O)C1=C(C)CS[C@H]2N1C(=O)[C@H]2NC(=O)Cc1ccccc1
• InChI: InChI=1S/C22H28N6O5S/c1-12-11-34-20-16(27-15(29)10-13-6-3-2-4-7-13)19(31)28(20)17(12)18(30)26-14(21(32)33)8-5-9-25-22(23)24/h2-4,6-7,14,16,20H,5,8-11H2,1H3,(H,26,30)(H,27,29)(H,32,33)(H4,23,24,25)/t14-,16+,20+/m0/s1
• InChIKey: MVTBNUVSVHMJEH-YYFZDKIDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-carbamimidamido-2-{[(6R,7R)-3-methyl-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-yl]formamido}pentanoic acid
• IUPAC Traditional name: (2S)-5-carbamimidamido-2-{[(6R,7R)-3-methyl-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-yl]formamido}pentanoic acid

Database IDs

• PubChem SID: 164239606
• PubChem CID: 16395775

CALCULATED PROPERTIES

• Acid pKa: 3.4574997
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -2.1519063
• LogD (pH = 7.4): -2.1487088
• Log P: -2.148736
• Molar Refractivity: 136.7011 cm^3
• Polarizability: 48.41644 Å^3
• Polar Surface Area: 177.71 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Description: Isomers
• Classification: Rare Derivatives of Natural Compounds