IMPPAT Phytochemical information: 
3-Methoxy-D-homoestra-1,3,5(10),15-tetren-17a-one
3-Methoxy-D-homoestra-1,3,5(10),15-tetren-17a-one
Summary

SMILES: COc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1C=CCC2=O)C
InChI: InChI=1S/C20H24O2/c1-20-11-10-16-15-9-7-14(22-2)12-13(15)6-8-17(16)18(20)4-3-5-19(20)21/h3-4,7,9,12,16-18H,5-6,8,10-11H2,1-2H3/t16-,17-,18+,20+/m1/s1
InChIKey: PRAPLAVCWXQYIH-XSYGEPLQSA-N
DeepSMILES: COcccccc6)CC[C@@H][C@@H]6CC[C@][C@H]6C=CCC6=O))))))C
Scaffold Graph/Node/Bond level: O=C1CC=CC2C1CCC1c3ccccc3CCC12
Scaffold Graph/Node level: OC1CCCC2C1CCC1C3CCCCC3CCC21
Scaffold Graph level: CC1CCCC2C1CCC1C3CCCCC3CCC21
Functional groups: cOC; CC=CC; CC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Phenanthrenes and derivatives
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Estrane steroids
Synonymous chemical names:
3-methoxy-d-homoestra-1,3,5(10),15-tetren-17a-one
External chemical identifiers:
CID:CID_102116911
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
3-Methoxy-D-homoestra-1,3,5(10),15-tetren-17a-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 296.41
Log P RDKit 4.29
Topological polar surface area (Å2) RDKit 26.3
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 22
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.2
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.55
Number of rotatable bonds RDKit 1
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 1
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
3-Methoxy-D-homoestra-1,3,5(10),15-tetren-17a-one
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.72277
3-Methoxy-D-homoestra-1,3,5(10),15-tetren-17a-one
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 -5.14
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No