IMPPAT Phytochemical information: 
Hydroxyprogesterone
Hydroxyprogesterone
Summary

SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(O)C(=O)C)C)C
InChI: InChI=1S/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1
InChIKey: DBPWSSGDRRHUNT-CEGNMAFCSA-N
DeepSMILES: O=CCC[C@]C=C6)CC[C@@H][C@@H]6CC[C@][C@H]6CC[C@]5O)C=O)C))))))C)))))))))C
Scaffold Graph/Node/Bond level: O=C1C=C2CCC3C4CCCC4CCC3C2CC1
Scaffold Graph/Node level: OC1CCC2C(CCC3C4CCCC4CCC23)C1
Scaffold Graph level: CC1CCC2C(CCC3C4CCCC4CCC23)C1
Functional groups: CC(=O)C=C(C)C; CO; CC(C)=O
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:
17α-hydroxyprogesterone (δ^4 -3-ketosteroids)
External chemical identifiers:
CID:CID_6238; ChEMBL:CHEMBL1062; ChEBI:CHEBI:17252; ZINC:ZINC000005434436; FDASRS:21807M87J2; SureChEMBL:SCHEMBL8068; MolPort-002-507-146
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Hydroxyprogesterone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 330.47
Log P RDKit 3.84
Topological polar surface area (Å2) RDKit 54.37
Number of hydrogen bond acceptors RDKit 3
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 4
Number of sp3 hybridized carbon atoms RDKit 17
Shape complexity RDKit 0.81
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Hydroxyprogesterone
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.794578
Hydroxyprogesterone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME 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 -6.07
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes
Hydroxyprogesterone
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000264708POMC969
ENSP00000358903CYP17A1992
ENSP00000268053CYP11A1931
ENSP00000260433CYP19A1881
ENSP00000363822AR888
ENSP00000358595CGA900
ENSP00000325120PGR785
ENSP00000292427CYP11B1971
ENSP00000325822CYP11B2959
ENSP00000358421HSD3B1939
ENSP00000221421LHB900
ENSP00000358424HSD3B2940
ENSP00000466799HSD17B1900
ENSP00000408860CYP21A2980
ENSP00000364412HSD17B3918
ENSP00000231509NR3C1919
ENSP00000297469GPER1879
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.