pimecrolimus   Click here for help

GtoPdb Ligand ID: 6783

Synonyms: Elidel® | SDZ ASM 981 | SDZ-ASM 981
Approved drug
pimecrolimus is an approved drug (FDA (2001), EMA (2006))
Compound class: Synthetic organic
Comment: Inhibits FK506-binding protein 1A
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 158.13
Molecular weight 809.45
XLogP 4.42
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(CC2OC)C)C(=O)C(=O)N2C(C(=O)OC(C(C(CC1=O)O)C)C(=CC1CCC(C(C1)OC)Cl)C)CCCC2
Isomeric SMILES CC[C@@H]1/C=C(\C)/C[C@H](C)C[C@H](OC)[C@H]2O[C@](O)([C@@H](C[C@@H]2OC)C)C(=O)C(=O)N2[C@H](C(=O)O[C@@H]([C@@H]([C@H](CC1=O)O)C)/C(=C/[C@@H]1CC[C@@H]([C@@H](C1)OC)Cl)/C)CCCC2
InChI InChI=1S/C43H68ClNO11/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)45-16-12-11-13-32(45)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-31(44)35(22-29)52-7/h18,20,25,27-33,35-39,46,51H,10-17,19,21-23H2,1-9H3/b24-18+,26-20+/t25-,27+,28+,29-,30+,31-,32-,33-,35+,36-,37-,38+,39+,43+/m0/s1
InChI Key KASDHRXLYQOAKZ-XDSKOBMDSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2001), EMA (2006))
International Nonproprietary Names Click here for help
INN number INN
7632 pimecrolimus
Synonyms Click here for help
Elidel® | SDZ ASM 981 | SDZ-ASM 981
Database Links Click here for help
CAS Registry No. 137071-32-0
ChEMBL Ligand CHEMBL1200686
DrugBank Ligand DB00337
DrugCentral Ligand 2168
GtoPdb PubChem SID 178103389
PubChem CID 6509979
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Wikipedia Pimecrolimus