compound 45 [PMID: 8709105]   Click here for help

GtoPdb Ligand ID: 8809

Compound class: Synthetic organic
Comment: Compound 45 is the highest affinity ligand identified in three series of forskolin analogues synthesised to assess SAR for adenylyl cyclase isoforms [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 144.28
Molecular weight 558.29
XLogP 2.52
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES C=CC1(C)CC(=O)C2(C(O1)(C)C(OC(=O)C)C(C1C2(C)C(O)CCC1(C)C)OC(=O)NCCc1ccccn1)O
Isomeric SMILES C=C[C@@]1(C)CC(=O)[C@]2([C@@](O1)(C)[C@@H](OC(=O)C)[C@H]([C@@H]1[C@]2(C)[C@@H](O)CCC1(C)C)OC(=O)NCCc1ccccn1)O
InChI InChI=1S/C30H42N2O8/c1-8-27(5)17-21(35)30(37)28(6)20(34)12-14-26(3,4)23(28)22(24(38-18(2)33)29(30,7)40-27)39-25(36)32-16-13-19-11-9-10-15-31-19/h8-11,15,20,22-24,34,37H,1,12-14,16-17H2,2-7H3,(H,32,36)/t20-,22-,23-,24-,27-,28-,29+,30-/m0/s1
InChI Key PSLUFJFHTBIXMW-WYEYVKMPSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
[(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-10,10b-dihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-6-(2-pyridin-2-ylethylcarbamoyloxy)-5,6,6a,8,9,10-hexahydro-2H-benzo[f]chromen-5-yl] acetate
Database Links Click here for help
ChEMBL Ligand CHEMBL328689
GtoPdb PubChem SID 252827467
PubChem CID 10745417
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