(2S,3S)-3-methyl-2-{[(1S,9S)-6-oxo-7,11-diazatricyclo[7.3.1.0^{2,7}]trideca-2,4-diene-11-carbonyl]amino}pentanoic acid

• ChemBase ID: 60042
• Molecular Formular: C18H25N3O4
• Molecular Mass: 347.4088
• Monoisotopic Mass: 347.1845063
• SMILES: n12c([C@@H]3CN(C(=O)N[C@H](C(=O)O)[C@H](CC)C)C[C@H](C2)C3)cccc1=O
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)O)NC(=O)N1C[C@H]2C[C@@H](C1)c1n(C2)c(=O)ccc1)C
• InChI: InChI=1S/C18H25N3O4/c1-3-11(2)16(17(23)24)19-18(25)20-8-12-7-13(10-20)14-5-4-6-15(22)21(14)9-12/h4-6,11-13,16H,3,7-10H2,1-2H3,(H,19,25)(H,23,24)/t11-,12?,13?,16-/m0/s1
• InChIKey: WVBLMKYZCTVUCU-ITDKRANNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-3-methyl-2-{[(1S,9S)-6-oxo-7,11-diazatricyclo[7.3.1.0^{2,7}]trideca-2,4-diene-11-carbonyl]amino}pentanoic acid; (2S,3S)-3-methyl-2-{[(1S,9S)-6-oxo-7,11-diazatricyclo[7.3.1.0^2,^7]trideca-2,4-diene-11-carbonyl]amino}pentanoic acid
• IUPAC Traditional name: (2S,3S)-3-methyl-2-[(1S,9S)-6-oxo-7,11-diazatricyclo[7.3.1.0^{2,7}]trideca-2,4-diene-11-carbonylamino]pentanoic acid; (2S,3S)-3-methyl-2-[(1S,9S)-6-oxo-7,11-diazatricyclo[7.3.1.0^2,^7]trideca-2,4-diene-11-carbonylamino]pentanoic acid
• Synonyms: N-{[(1S,5R)-8-Oxo-1,5,6,8-tetrahydro-2H-1,5-methano-pyrido[1,2-a][1,5]diazocin-3(4H)-yl]carbonyl}-L-isoleucine; (2S,3S)-3-methyl-2-((1R,5R)-8-oxo-2,3,4,5,6,8-hexahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocine-3-carboxamido)pentanoic acid

Database IDs

• MDL Number: MFCD09859142
• PubChem SID: 162025783
• PubChem CID: 42648439

CALCULATED PROPERTIES

• Acid pKa: 4.0702834
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.84311765
• LogD (pH = 7.4): -2.5183604
• Log P: 0.5990306
• Molar Refractivity: 94.2427 cm^3
• Polarizability: 35.34042 Å^3
• Polar Surface Area: 89.95 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false