IMPPAT Phytochemical information: 
Androstenedione
Androstenedione
Summary

SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)C
InChI: InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-16H,3-10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1
InChIKey: AEMFNILZOJDQLW-QAGGRKNESA-N
DeepSMILES: O=CCC[C@]C=C6)CC[C@@H][C@@H]6CC[C@][C@H]6CCC5=O)))))C)))))))))C
Scaffold Graph/Node/Bond level: O=C1C=C2CCC3C4CCC(=O)C4CCC3C2CC1
Scaffold Graph/Node level: OC1CCC2C(CCC3C4CCC(O)C4CCC23)C1
Scaffold Graph level: CC1CCC2C(CCC3C4CCC(C)C4CCC23)C1
Functional groups: CC(=O)C=C(C)C; CC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Androstane steroids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Androstane steroids
Synonymous chemical names:
androstenedione
External chemical identifiers:
CID:CID_6128; ChEMBL:CHEMBL274826; ChEBI:CHEBI:16422; ZINC:ZINC000004428526; FDASRS:409J2J96VR; SureChEMBL:SCHEMBL23272
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Androstenedione
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 286.42
Log P RDKit 4.09
Topological polar surface area (Å2) RDKit 34.14
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 21
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.26
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 15
Shape complexity RDKit 0.79
Number of rotatable bonds RDKit 0
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
Androstenedione
Drug-likeness
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 0.671938
Androstenedione
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 -6.09
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 No
Androstenedione
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000833ENSG00000160789LMNA4000NPASS
TAR_EXP_001807ENSG00000196139AKR1C38644ChEMBL, NPASS
TAR_EXP_000017ENSG00000169371SNUPN10073NPASS
TAR_EXP_000860ENSG00000152601MBNL14154NPASS
TAR_EXP_000845ENSG00000166949SMAD34088NPASS
TAR_EXP_000818ENSG00000187258NPSR1387129NPASS
TAR_EXP_000814ENSG00000108424KPNB13837NPASS
TAR_EXP_000798ENSG00000055118KCNH23757NPASS
TAR_EXP_000773ENSG00000169083AR367ChEMBL, NPASS
TAR_EXP_000966ENSG00000116044NFE2L24780NPASS
TAR_EXP_001813ENSG00000170099SERPINA6866ChEMBL, NPASS
TAR_EXP_000676ENSG00000072506HSD17B103028ChEMBL, NPASS
TAR_EXP_000645ENSG00000113580NR3C12908ChEMBL, NPASS
TAR_EXP_000475ENSG00000120948TARDBP23435NPASS
TAR_EXP_000411ENSG00000165092ALDH1A1216NPASS
TAR_EXP_000395ENSG00000091831ESR12099NPASS
TAR_EXP_000285ENSG00000137869CYP19A11588ChEMBL, NPASS
TAR_EXP_000119ENSG00000101751POLI11201NPASS
TAR_EXP_000710ENSG00000130948HSD17B33293BindingDB, ChEMBL, NPASS
TAR_EXP_000968ENSG00000109320NFKB14790NPASS
TAR_EXP_000759ENSG00000169429CXCL83576NPASS
TAR_EXP_001105ENSG00000082175PGR5241ChEMBL, NPASS
TAR_EXP_001556ENSG00000277893SRD5A26716BindingDB
TAR_EXP_001551ENSG00000145335SNCA6622ChEMBL, NPASS
TAR_EXP_001547ENSG00000275349SMN16606NPASS
TAR_EXP_001538ENSG00000175003SLC22A16580ChEMBL, NPASS
TAR_EXP_001031ENSG00000112312GMNN51053NPASS
TAR_EXP_001485ENSG00000197299BLM641NPASS
TAR_EXP_001461ENSG00000186350RXRA6256NPASS
TAR_EXP_001378ENSG00000143365RORC6097ChEMBL, NPASS
TAR_EXP_001366ENSG00000117152RGS45999NPASS
TAR_EXP_001493ENSG00000129214SHBG6462BindingDB, ChEMBL, NPASS
TAR_EXP_001343ENSG00000114200BCHE590BindingDB
TAR_EXP_001344ENSG00000132341RAN5901NPASS
TAR_EXP_001170ENSG00000112033PPARD5467NPASS
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_001230ENSG00000100030MAPK15594NPASS
TAR_EXP_001141ENSG00000109099PMP225376NPASS