(1R,2R,3S,13R)-7-nitro-18-oxo-11,19-diazapentacyclo[11.7.1.02,11.05,10.014,19]henicosa-5(10),6,8,14,16-pentaene-3-carboxylic acid

• ChemBase ID: 215118
• Molecular Formular: C20H19N3O5
• Molecular Mass: 381.38196
• Monoisotopic Mass: 381.13247072
• SMILES: N12[C@@H]([C@H](Cc3c1ccc([N+](=O)[O-])c3)C(=O)O)[C@H]1Cn3c([C@@H](C2)C1)cccc3=O
• Canonical SMILES: OC(=O)[C@H]1Cc2cc(ccc2N2[C@@H]1[C@@H]1C[C@H](C2)c2n(C1)c(=O)ccc2)[N+](=O)[O-]
• InChI: InChI=1S/C20H19N3O5/c24-18-3-1-2-16-12-6-13(10-21(16)18)19-15(20(25)26)8-11-7-14(23(27)28)4-5-17(11)22(19)9-12/h1-5,7,12-13,15,19H,6,8-10H2,(H,25,26)/t12?,13?,15-,19+/m0/s1
• InChIKey: YUEJFTLURJVZMA-WVIZQFPTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,3S,13R)-7-nitro-18-oxo-11,19-diazapentacyclo[11.7.1.0^2,^1^1.0^5,^1^0.0^1^4,^1^9]henicosa-5(10),6,8,14,16-pentaene-3-carboxylic acid
• IUPAC Traditional name: (1R,2R,3S,13R)-7-nitro-18-oxo-11,19-diazapentacyclo[11.7.1.0^2,^1^1.0^5,^1^0.0^1^4,^1^9]henicosa-5(10),6,8,14,16-pentaene-3-carboxylic acid

Database IDs

• PubChem SID: 164271028
• PubChem CID: 11871024

CALCULATED PROPERTIES

• Acid pKa: 3.7362428
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.09329408
• LogD (pH = 7.4): -1.4333707
• Log P: 1.857175
• Molar Refractivity: 103.7129 cm^3
• Polarizability: 37.51463 Å^3
• Polar Surface Area: 106.67 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds