IMPPAT Phytochemical information: 
10-epi-Nidoresedic acid
10-epi-Nidoresedic acid
Summary

SMILES: OC(=O)C1=CC=C[C@@H]2[C@@]1(C)CC[C@H]([C@]2(C)CCc1cocc1)C
InChI: InChI=1S/C20H26O3/c1-14-7-10-20(3)16(18(21)22)5-4-6-17(20)19(14,2)11-8-15-9-12-23-13-15/h4-6,9,12-14,17H,7-8,10-11H2,1-3H3,(H,21,22)/t14-,17+,19+,20+/m1/s1
InChIKey: UGSBWJKLOVIZMZ-UDDICAGYSA-N
DeepSMILES: OC=O)C=CC=C[C@@H][C@@]6C)CC[C@H][C@]6C)CCccocc5))))))))C
Scaffold Graph/Node/Bond level: C1=CC2CCCC(CCc3ccoc3)C2C=C1
Scaffold Graph/Node level: C1CCC2C(C1)CCCC2CCC1CCOC1
Scaffold Graph level: C1CCC(CCC2CCCC3CCCCC32)C1
Functional groups: O=C(O)C1=CC=CCC1; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Halimane diterpenoids
Synonymous chemical names:
10-epinidoresedic acid, 10-epi-nidoresedic acid, 10-epic-nidoresedic acid
External chemical identifiers:
CID:CID_26450696; ZINC:ZINC000015155158
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
10-epi-Nidoresedic acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 314.43
Log P RDKit 4.85
Topological polar surface area (Å2) RDKit 50.44
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 3
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 4
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 3
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 3
10-epi-Nidoresedic acid
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.86
10-epi-Nidoresedic acid
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.85
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 -4.38
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No