malonyl-CoA   Click here for help

GtoPdb Ligand ID: 5219

PDB Ligand
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 25
Hydrogen bond donors 10
Rotatable bonds 24
Topological polar surface area 455.66
Molecular weight 853.12
XLogP -6.29
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES O=C(NCCSC(=O)CC(=O)O)CCNC(=O)C(C(COP(=O)(OP(=O)(OCC1OC(C(C1OP(=O)(O)O)O)n1cnc2c1ncnc2N)O)O)(C)C)O
Isomeric SMILES O=C(NCCSC(=O)CC(=O)O)CCNC(=O)[C@@H](C(COP(=O)(OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1OP(=O)(O)O)O)n1cnc2c1ncnc2N)O)O)(C)C)O
InChI InChI=1S/C24H38N7O19P3S/c1-24(2,19(37)22(38)27-4-3-13(32)26-5-6-54-15(35)7-14(33)34)9-47-53(44,45)50-52(42,43)46-8-12-18(49-51(39,40)41)17(36)23(48-12)31-11-30-16-20(25)28-10-29-21(16)31/h10-12,17-19,23,36-37H,3-9H2,1-2H3,(H,26,32)(H,27,38)(H,33,34)(H,42,43)(H,44,45)(H2,25,28,29)(H2,39,40,41)/t12-,17-,18-,19+,23-/m1/s1
InChI Key LTYOQGRJFJAKNA-DVVLENMVSA-N
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
3-[(2-{3-[(2R)-3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-3-oxopropanoic acid
Database Links Click here for help
CAS Registry No. 524-14-1
ChEBI CHEBI:15531
GtoPdb PubChem SID 178101904
PubChem CID 644066
RCSB PDB Ligand MLC
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Wikipedia Malonyl-CoA