IMPPAT Phytochemical information: 
Methoxynepataefolin
Methoxynepataefolin
Summary

SMILES: CO[C@@H]1OC[C@]2(C1)CC[C@@]1(O2)[C@]2(CO2)C[C@H]([C@@H]2[C@@]31CCC[C@@]2(C(=O)OC3)C)OC(=O)C
InChI: InChI=1S/C23H32O8/c1-14(24)30-15-9-22(13-29-22)23(8-7-20(31-23)10-16(26-3)27-11-20)21-6-4-5-19(2,17(15)21)18(25)28-12-21/h15-17H,4-13H2,1-3H3/t15-,16-,17+,19+,20-,21-,22-,23+/m1/s1
InChIKey: VBXFGTHKNFHIFR-XXPYTPQDSA-N
DeepSMILES: CO[C@@H]OC[C@]C5)CC[C@@]O5)[C@]CO3))C[C@H][C@@H][C@]6CCC[C@@]6C=O)OC8)))C)))))))OC=O)C
Scaffold Graph/Node/Bond level: O=C1OCC23CCCC1C2CCC1(CO1)C31CCC2(CCOC2)O1
Scaffold Graph/Node level: OC1OCC23CCCC1C2CCC1(CO1)C31CCC2(CCOC2)O1
Scaffold Graph level: CC1CCC23CCCC1C2CCC1(CC1)C31CCC2(CCCC2)C1
Functional groups: CO[C@@H](C)OC; COC; C[C@]1(C)CO1; COC(=O)C; CC(=O)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Lactones
ClassyFire Subclass: Delta valerolactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Tetracyclic diterpenoids
Synonymous chemical names:
methoxynepetaefolin
External chemical identifiers:
CID:CID_11618968; ChEMBL:CHEMBL2036988; ZINC:ZINC000034950870
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Methoxynepataefolin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 436.5
Log P RDKit 2.12
Topological polar surface area (Å2) RDKit 92.82
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 23
Number of heavy atoms RDKit 31
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.35
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 21
Shape complexity RDKit 0.91
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 4
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 4
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Methoxynepataefolin
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 Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.480142
Methoxynepataefolin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.02
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
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