bilirubin   

GtoPdb Ligand ID: 4577

2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 6
Rotatable bonds 12
Topological polar surface area 164.38
Molecular weight 584.26
XLogP 2.17
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES C=CC1=C(C)C(=Cc2[nH]c(c(c2C)CCC(=O)O)Cc2[nH]c(c(c2CCC(=O)O)C)C=C2NC(=O)C(=C2C=C)C)NC1=O
Isomeric SMILES C=CC1=C(C)/C(=C/c2[nH]c(c(c2C)CCC(=O)O)Cc2[nH]c(c(c2CCC(=O)O)C)/C=C/2\NC(=O)C(=C2C=C)C)/NC1=O
InChI InChI=1S/C33H36N4O6/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/h7-8,13-14,34-35H,1-2,9-12,15H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-
InChI Key BPYKTIZUTYGOLE-IFADSCNNSA-N
Classification
Compound class Metabolite or derivative
IUPAC Name
3-(2-{[3-(2-carboxyethyl)-5-{[(2Z)-3-ethenyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methyl}-5-{[(2Z)-4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid
Database Links
CAS Registry No. 635-65-4 (source: Scifinder)
ChEBI CHEBI:16990
ChEMBL Ligand CHEMBL501680
GtoPdb PubChem SID 178101298
PubChem CID 5280352
RCSB PDB Ligand BLR
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Wikipedia Bilirubin