NKH477   Click here for help

GtoPdb Ligand ID: 5232

Synonyms: 6-(3-dimethylaminopropionyl) forskolin hydrochloride | colforsin dapropate hydrochloride | NKH-477
Compound class: Synthetic organic
Comment: NKH477 is a water-soluble adenylyl cyclase activator [1]. It is a derivative of forskolin. NKH477 is used experimentally as the hydrochloride salt. Relative to forskolin, NKH477 activates cardiac adenylyl cyclase more potently than the adenylyl cyclases from other tissues (lung, brain, and kidney) [3].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 119.36
Molecular weight 508.3
XLogP 4.07
No. Lipinski's rules broken 0
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Canonical 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)CCC(C)C)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)CCC(C)C)O
InChI InChI=1S/C28H44O8/c1-10-25(7)15-19(31)28(33)26(8)18(30)13-14-24(5,6)22(26)21(35-20(32)12-11-16(2)3)23(34-17(4)29)27(28,9)36-25/h10,16,18,21-23,30,33H,1,11-15H2,2-9H3/t18-,21-,22-,23-,25-,26-,27+,28-/m0/s1
Bioactivity Comments
NKH477 stimulates bronchodilation (EC50 32.6 nM) [2] and in vivo it is orally active, and produces potent positive chronotrope and hypotensive effects [1].