(5S)-2-[(5S)-5-carboxy-3-oxo-2H,3H,5H,6H,11H-indolo[3,2-g]indolizin-2-ylidene]-3-oxo-2H,3H,5H,6H,11H-indolo[3,2-g]indolizine-5-carboxylic acid

• ChemBase ID: 129982
• Molecular Formular: C30H20N4O6
• Molecular Mass: 532.503
• Monoisotopic Mass: 532.13828438
• SMILES: C1[C@H](N2C(=C/C(=C\3/C=C4c5c(C[C@H](N4C3=O)C(=O)O)c3ccccc3[nH]5)/C2=O)c2c1c1ccccc1[nH]2)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]1Cc2c(C3=C/C(=C\4/C=C5N(C4=O)[C@@H](Cc4c5[nH]c5c4cccc5)C(=O)O)/C(=O)N13)[nH]c1c2cccc1
• InChI: InChI=1S/C30H20N4O6/c35-27-17(11-21-25-15(9-23(29(37)38)33(21)27)13-5-1-3-7-19(13)31-25)18-12-22-26-16(14-6-2-4-8-20(14)32-26)10-24(30(39)40)34(22)28(18)36/h1-8,11-12,23-24,31-32H,9-10H2,(H,37,38)(H,39,40)/t23-,24-/m0/s1
• InChIKey: LOHPAPKRMNSIDN-ZEQRLZLVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S)-2-[(5S)-5-carboxy-3-oxo-2H,3H,5H,6H,11H-indolo[3,2-g]indolizin-2-ylidene]-3-oxo-2H,3H,5H,6H,11H-indolo[3,2-g]indolizine-5-carboxylic acid
• IUPAC Traditional name: trichotomine
• Synonyms: Trichotomine

Database IDs

• CAS Number: 53472-14-3
• PubChem SID: 162224268
• PubChem CID: 5281412
• Wikipedia Title: Trichotomine

CALCULATED PROPERTIES

• Acid pKa: 3.247737
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.4037635
• LogD (pH = 7.4): -5.2350383
• Log P: 1.4850895
• Molar Refractivity: 144.8486 cm^3
• Polarizability: 56.045227 Å^3
• Polar Surface Area: 146.8 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false