cyclopamine-KAAD   

GtoPdb Ligand ID: 10329

Synonyms: 3-keto, N-aminoethyl aminocaproyl dihydrocinnamoyl cyclopamine | KAAD-cyclopamine
Compound class: Synthetic organic
Comment: Cyclopamine-KAAD is a synthetic derivative of the plant-derived teratogen and SMO antagonist cyclopamine [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 14
Topological polar surface area 87.74
Molecular weight 697.48
XLogP 5.27
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES CC1CN(CCNC(=O)CCCCCNC(=O)CCc2ccccc2)C2C(C1)OC1(C2C)CCC2C(=C1C)CC1C2CC=C2C1(C)CCC(=O)C2
Isomeric SMILES CC1CN(CCNC(=O)CCCCCNC(=O)CCc2ccccc2)C2C(C1)OC1(C2C)CCC2C(=C1C)CC1C2CC=C2C1(C)CCC(=O)C2
InChI InChI=1S/C44H63N3O4/c1-29-25-39-42(47(28-29)24-23-46-40(49)13-9-6-10-22-45-41(50)17-14-32-11-7-5-8-12-32)31(3)44(51-39)21-19-35-36-16-15-33-26-34(48)18-20-43(33,4)38(36)27-37(35)30(44)2/h5,7-8,11-12,15,29,31,35-36,38-39,42H,6,9-10,13-14,16-28H2,1-4H3,(H,45,50)(H,46,49)
InChI Key WDHRPWOAMDJICD-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
N-[2-(3',6',10,11b-tetramethyl-3-oxospiro[1,2,4,6,6a,6b,7,8,11,11a-decahydrobenzo[a]fluorene-9,2'-3,3a,5,6,7,7a-hexahydrofuro[3,2-b]pyridine]-4'-yl)ethyl]-6-(3-phenylpropanoylamino)hexanamide
Synonyms
3-keto, N-aminoethyl aminocaproyl dihydrocinnamoyl cyclopamine | KAAD-cyclopamine
Database Links
GtoPdb PubChem SID 381745010
PubChem CID 4184747
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