(12S)-21-hydroxy-14-oxo-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4,6,8,15,17,19-octaene-12-carboxylic acid

• ChemBase ID: 119727
• Molecular Formular: C20H14N2O4
• Molecular Mass: 346.33616
• Monoisotopic Mass: 346.09535694
• SMILES: c12n(c(=O)c3c(c2O)cccc3)[C@@H](Cc2c1[nH]c1c2cccc1)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]1Cc2c3ccccc3[nH]c2c2n1c(=O)c1ccccc1c2O
• InChI: InChI=1S/C20H14N2O4/c23-18-11-6-1-2-7-12(11)19(24)22-15(20(25)26)9-13-10-5-3-4-8-14(10)21-16(13)17(18)22/h1-8,15,21,23H,9H2,(H,25,26)/t15-/m0/s1
• InChIKey: FNAHVCQRCYNMPV-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (12S)-21-hydroxy-14-oxo-3,13-diazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-1(21),2(10),4,6,8,15,17,19-octaene-12-carboxylic acid
• IUPAC Traditional name: (12S)-21-hydroxy-14-oxo-3,13-diazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-1(21),2(10),4,6,8,15,17,19-octaene-12-carboxylic acid
• Synonyms: (S)-14-hydroxy-5-oxo-5,7,8,13-tetrahydroindolo[2',3':3,4]pyrido[1,2-b]isoquinoline-7-carboxylic acid

Database IDs

• PubChem SID: 162107882
• PubChem CID: 12114520

CALCULATED PROPERTIES

• Acid pKa: 3.5522032
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.100702316
• LogD (pH = 7.4): -1.528013
• Log P: 1.8408546
• Molar Refractivity: 96.0114 cm^3
• Polarizability: 36.72331 Å^3
• Polar Surface Area: 93.63 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Salt Data: Solv.with i-PrOH
• Classification: Derivatives & analogs of Natural Compounds