IMPPAT Phytochemical information: 
Isoteuflifin

Isoteuflifin
Summary

SMILES: O[C@H]1CC[C@H]2C3=C1C(=O)O[C@H]3C[C@H]([C@@]12C[C@H](OC1=O)c1cocc1)C
InChI: InChI=1S/C19H20O6/c1-9-6-13-15-11(2-3-12(20)16(15)17(21)24-13)19(9)7-14(25-18(19)22)10-4-5-23-8-10/h4-5,8-9,11-14,20H,2-3,6-7H2,1H3/t9-,11+,12+,13+,14+,19-/m1/s1
InChIKey: HUIHUOGNNSDDIV-NFNKRDQUSA-N
DeepSMILES: O[C@H]CC[C@H]C=C6C=O)O[C@H]5C[C@H][C@]9C[C@H]OC5=O)))ccocc5))))))))C
Scaffold Graph/Node/Bond level: O=C1OC2CCC3(CC(c4ccoc4)OC3=O)C3CCCC1=C23
Scaffold Graph/Node level: OC1OC2CCC3(CC(C4CCOC4)OC3O)C3CCCC1C23
Scaffold Graph level: CC1CC2CCC3(CC(C4CCCC4)CC3C)C3CCCC1C23
Functional groups: CO; CC1=C(C)C(=O)OC1; COC(=O)C; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Lactones
ClassyFire Subclass: Gamma butyrolactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Colensane and Clerodane diterpenoids
Synonymous chemical names:
isoteuflidin
External chemical identifiers:
CID:CID_14163586; ChEMBL:CHEMBL2269673; ZINC:ZINC000031156792
Chemical structure download


Isoteuflifin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 344.36
Log P RDKit 2.29
Topological polar surface area (Å2) RDKit 85.97
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.32
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.58
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5


Isoteuflifin
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 Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.79


Isoteuflifin
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 -7.81
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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