3-(2-{[3-(2-carboxyethyl)-5-{[(2R)-4-ethyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-yl]methyl}-4-methyl-2H-pyrrol-2-ylidene]methyl}-5-{[(2S)-3-ethyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-yl]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid

• ChemBase ID: 128970
• Molecular Formular: C33H42N4O6
• Molecular Mass: 590.70978
• Monoisotopic Mass: 590.31043508
• SMILES: CCC1=C(C(=O)N[C@H]1Cc1c(c(c([nH]1)/C=C\1/C(=C(C(=N1)C[C@@H]1C(=C(C(=O)N1)CC)C)C)CCC(=O)O)CCC(=O)O)C)C
• Canonical SMILES: CCC1=C(C)[C@H](NC1=O)CC1=N/C(=C\c2[nH]c(c(c2CCC(=O)O)C)C[C@@H]2NC(=O)C(=C2CC)C)/C(=C1C)CCC(=O)O
• InChI: InChI=1S/C33H42N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h15,26-27,35H,7-14H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/t26-,27+/m1/s1
• InChIKey: KDCCOOGTVSRCHX-SXOMAYOGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-{[3-(2-carboxyethyl)-5-{[(2R)-4-ethyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-yl]methyl}-4-methyl-2H-pyrrol-2-ylidene]methyl}-5-{[(2S)-3-ethyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-yl]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid
• IUPAC Traditional name: 3-(2-{[3-(2-carboxyethyl)-5-{[(2R)-4-ethyl-3-methyl-5-oxo-1,2-dihydropyrrol-2-yl]methyl}-4-methylpyrrol-2-ylidene]methyl}-5-{[(2S)-3-ethyl-4-methyl-5-oxo-1,2-dihydropyrrol-2-yl]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid
• Synonyms: Phycourobilin

Database IDs

• CAS Number: 61932-71-6
• PubChem SID: 162223272
• PubChem CID: 5289229
• Wikipedia Title: Phycourobilin

CALCULATED PROPERTIES

• Acid pKa: 3.8849912
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 0.3689004
• LogD (pH = 7.4): -2.5334363
• Log P: 1.2277095
• Molar Refractivity: 166.2598 cm^3
• Polarizability: 62.476376 Å^3
• Polar Surface Area: 160.95 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false