(2S)-4-methyl-2-{[(1S,9R)-6-oxo-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-diene-11-carbonyl]amino}pentanoic acid

• ChemBase ID: 120310
• Molecular Formular: C18H25N3O4
• Molecular Mass: 347.4088
• Monoisotopic Mass: 347.1845063
• SMILES: n12c([C@@H]3CN(C(=O)N[C@H](C(=O)O)CC(C)C)C[C@H](C2)C3)cccc1=O
• Canonical SMILES: CC(C[C@@H](C(=O)O)NC(=O)N1C[C@H]2C[C@@H](C1)c1n(C2)c(=O)ccc1)C
• InChI: InChI=1S/C18H25N3O4/c1-11(2)6-14(17(23)24)19-18(25)20-8-12-7-13(10-20)15-4-3-5-16(22)21(15)9-12/h3-5,11-14H,6-10H2,1-2H3,(H,19,25)(H,23,24)/t12?,13?,14-/m0/s1
• InChIKey: XYCDTEXPPATTQV-RUXDESIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-4-methyl-2-{[(1S,9R)-6-oxo-7,11-diazatricyclo[7.3.1.0^2,^7]trideca-2,4-diene-11-carbonyl]amino}pentanoic acid
• IUPAC Traditional name: (2S)-4-methyl-2-[(1S,9R)-6-oxo-7,11-diazatricyclo[7.3.1.0^2,^7]trideca-2,4-diene-11-carbonylamino]pentanoic acid
• Synonyms: (S)-4-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

• PubChem SID: 162214663
• PubChem CID: 907625

CALCULATED PROPERTIES

• Acid pKa: 4.0739536
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.91755414
• LogD (pH = 7.4): -2.5940576
• Log P: 0.5210769
• Molar Refractivity: 94.3197 cm^3
• Polarizability: 35.34042 Å^3
• Polar Surface Area: 89.95 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true