IMPPAT Phytochemical information: 
1-Methoxy-4,5-dihydroniveusin A
1-Methoxy-4,5-dihydroniveusin A
Summary

SMILES: CO[C@H]1CC2(OC1(C)C[C@@H](OC(=O)/C(=C/C)/C)[C@@H]1[C@@H](/C=C\2/CO)OC(=O)C1=C)O
InChI: InChI=1S/C21H28O8/c1-6-11(2)18(23)28-15-8-20(4)16(26-5)9-21(25,29-20)13(10-22)7-14-17(15)12(3)19(24)27-14/h6-7,14-17,22,25H,3,8-10H2,1-2,4-5H3/b11-6+,13-7-/t14-,15-,16+,17+,20?,21?/m1/s1
InChIKey: HLEQIALHIWJEKM-VYSCBQOFSA-N
DeepSMILES: CO[C@H]CCOC5C)C[C@@H]OC=O)/C=C/C))/C))))[C@@H][C@@H]/C=C\9/CO))))OC=O)C5=C))))))))))O
Scaffold Graph/Node/Bond level: C=C1C(=O)OC2C=CC3CCC(CCC12)O3
Scaffold Graph/Node level: CC1C(O)OC2CCC3CCC(CCC21)O3
Scaffold Graph level: CC1CC2CCC3CCC(CCC2C1C)C3
Functional groups: COC; COC(O)(C)/C(C)=C\C; C/C=C(\C)C(=O)OC; CO; C=C1CCOC1=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Germacrane sesquiterpenoids
Synonymous chemical names:
1-methoxy-4,5-dihydroniveusin a, 1-methoxy-4,5-dihydroniveusin A
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
1-Methoxy-4,5-dihydroniveusin A
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 408.45
Log P RDKit 1.17
Topological polar surface area (Å2) RDKit 111.52
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 29
Number of heteroatoms RDKit 8
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 5
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
1-Methoxy-4,5-dihydroniveusin A
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 0.405086
1-Methoxy-4,5-dihydroniveusin A
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 -8.11
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 3
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