3-[(2Z)-2-{[3-(2-carboxyethyl)-5-{[(2E)-4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methylidene}-5-{[(2Z)-3-ethenyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]methyl}-4-methyl-2H-pyrrol-3-yl]propanoic acid

• ChemBase ID: 1836
• Molecular Formular: C33H34N4O6
• Molecular Mass: 582.64626
• Monoisotopic Mass: 582.24783483
• SMILES: CC1=C(CCC(=O)O)/C(=C/c2[nH]c(/C=C\3/NC(=O)C(=C3C)C=C)c(C)c2CCC(=O)O)/N=C1/C=C/1\NC(=O)C(=C1C=C)C
• Canonical SMILES: C=CC1=C(C)/C(=C\c2[nH]c(c(c2C)CCC(=O)O)/C=C/2\N=C(C(=C2CCC(=O)O)C)/C=C/2\NC(=O)C(=C2C=C)C)/NC1=O
• InChI: InChI=1S/C33H34N4O6/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/h7-8,13-15,34H,1-2,9-12H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13+,27-14-,29-15-
• InChIKey: GWZYPXHJIZCRAJ-WDEVHHMVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2Z)-2-{[3-(2-carboxyethyl)-5-{[(2E)-4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methylidene}-5-{[(2Z)-3-ethenyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]methyl}-4-methyl-2H-pyrrol-3-yl]propanoic acid
• IUPAC Traditional name: 3-[(2Z)-2-{[3-(2-carboxyethyl)-5-{[(2E)-4-ethenyl-3-methyl-5-oxo-1H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methylidene}-5-{[(2Z)-3-ethenyl-4-methyl-5-oxo-1H-pyrrol-2-ylidene]methyl}-4-methylpyrrol-3-yl]propanoic acid
• Synonyms: Biliverdine Ix Alpha

Database IDs

• CAS Number: 114-25-0
• PubChem SID: 46505998; 160965291
• PubChem CID: 5353439

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.8686302
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -0.35944217
• LogD (pH = 7.4): -3.3076403
• Log P: 0.5340791
• Molar Refractivity: 169.3551 cm^3
• Polarizability: 61.570152 Å^3
• Polar Surface Area: 160.95 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.45
• LOG S: -4.66
• Solubility (Water): 1.28e-02 g/l

DETAILS

DrugBank - DB02073

Drug information: experimental