IMPPAT Phytochemical information: 
Dihydroatisine

Dihydroatisine
Summary

SMILES: OCCN1C[C@]2(C)CCC[C@]3(C1)[C@@H]2CC[C@]12[C@H]3C[C@H](CC1)C(=C)[C@H]2O
InChI: InChI=1S/C22H35NO2/c1-15-16-4-8-21(19(15)25)9-5-17-20(2)6-3-7-22(17,18(21)12-16)14-23(13-20)10-11-24/h16-19,24-25H,1,3-14H2,2H3/t16-,17+,18+,19+,20-,21-,22-/m0/s1
InChIKey: KNYGXNFGZONVKK-BZDFKLGJSA-N
DeepSMILES: OCCNC[C@]C)CCC[C@]C8)[C@@H]6CC[C@][C@H]6C[C@H]CC6))C=C)[C@H]6O
Scaffold Graph/Node/Bond level: C=C1CC23CCC1CC2C12CCCC(CNC1)C2CC3
Scaffold Graph/Node level: CC1CC23CCC1CC2C12CCCC(CNC1)C2CC3
Scaffold Graph level: CC1CC23CCC1CC2C12CCCC(CCC1)C2CC3
Functional groups: CO; CN(C)C; C=C(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Alkaloids|Terpenoids
NP Classifier Superclass: Pseudoalkaloids
NP Classifier Class: Terpenoid alkaloids
Synonymous chemical names:
dihydroatisine
External chemical identifiers:
CID:CID_21606634; ZINC:ZINC000004104811
Chemical structure download


Dihydroatisine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 345.53
Log P RDKit 3.21
Topological polar surface area (Å2) RDKit 43.7
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.32
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 20
Shape complexity RDKit 0.91
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 5
Number of aliphatic heterocycles RDKit 1
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 5
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6


Dihydroatisine
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.76


Dihydroatisine
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.20
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