IMPPAT Phytochemical information: 
17alpha-(123I)-Iodovinyl-11beta-methoxyestradiol

17alpha-(123I)-Iodovinyl-11beta-methoxyestradiol
Summary

SMILES: I/C=C/[C@]1(O)CC[C@@H]2[C@]1(C)C[C@H](OC)[C@H]1[C@H]2CCc2c1cccc2
InChI: InChI=1S/C21H27IO2/c1-20-13-18(24-2)19-15-6-4-3-5-14(15)7-8-16(19)17(20)9-10-21(20,23)11-12-22/h3-6,11-12,16-19,23H,7-10,13H2,1-2H3/b12-11+/t16-,17-,18-,19+,20-,21+/m0/s1
InChIKey: CIFNTQYWTVDADN-YLKWUWNVSA-N
DeepSMILES: I/C=C/[C@]O)CC[C@@H][C@]5C)C[C@H]OC))[C@H][C@H]6CCcc6cccc6
Scaffold Graph/Node/Bond level: c1ccc2c(c1)CCC1C2CCC2CCCC21
Scaffold Graph/Node level: C1CCC2C(C1)CCC1C3CCCC3CCC21
Scaffold Graph level: C1CCC2C(C1)CCC1C3CCCC3CCC21
Functional groups: C/C=C/I; CO; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Pregnane steroids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Pregnane steroids
Synonymous chemical names:
ginsenan pa
External chemical identifiers:
CID:CID_6436075
Chemical structure download


17alpha-(123I)-Iodovinyl-11beta-methoxyestradiol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 438.35
Log P RDKit 4.85
Topological polar surface area (Å2) RDKit 29.46
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.29
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.62
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4


17alpha-(123I)-Iodovinyl-11beta-methoxyestradiol
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.67


17alpha-(123I)-Iodovinyl-11beta-methoxyestradiol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.84
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No