IMPPAT Phytochemical information: 
Unii-DW4U480C61

Unii-DW4U480C61
Summary

SMILES: OCCN1C[C@]2(C)CCC[C@]34[C@H]1O[C@H](C[C@H]23)[C@@]12[C@H]4C[C@H](CC1)C(=C)[C@H]2O
InChI: InChI=1S/C22H33NO3/c1-13-14-4-7-22(18(13)25)16(10-14)21-6-3-5-20(2)12-23(8-9-24)19(21)26-17(22)11-15(20)21/h14-19,24-25H,1,3-12H2,2H3/t14-,15+,16-,17+,18+,19+,20?,21-,22+/m0/s1
InChIKey: RLXRCZIALRMBJR-CXCYLFOVSA-N
DeepSMILES: OCCNC[C@]C)CCC[C@][C@H]8O[C@H]C[C@H]%106))[C@@][C@H]6C[C@H]CC6))C=C)[C@H]6O
Scaffold Graph/Node/Bond level: C=C1CC23CCC1CC2C12CCCC4CNC1OC3CC42
Scaffold Graph/Node level: CC1CC23CCC1CC2C12CCCC4CNC1OC3CC42
Scaffold Graph level: CC1CC23CCC1CC2C12CCCC4CCC1CC3CC42
Functional groups: CO; CN(C)[C@@H](C)OC; 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:
ajaconine
External chemical identifiers:
CID:CID_72710660; ZINC:ZINC000004097733; FDASRS:DW4U480C61
Chemical structure download


Unii-DW4U480C61
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 359.51
Log P RDKit 2.55
Topological polar surface area (Å2) RDKit 52.93
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 26
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 9
Stereochemical complexity RDKit 0.41
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 3
Number of aliphatic rings RDKit 8
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 8
Number of saturated carbocycles RDKit 5
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 8
Number of Smallest Set of Smallest Rings (SSSR) RDKit 8


Unii-DW4U480C61
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 Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.744246


Unii-DW4U480C61
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -9.16
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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