IMPPAT Phytochemical information: 
Deoxypeganidine

Deoxypeganidine
Summary

SMILES: CC(=O)CC1N2CCCC2=Nc2c1cccc2
InChI: InChI=1S/C14H16N2O/c1-10(17)9-13-11-5-2-3-6-12(11)15-14-7-4-8-16(13)14/h2-3,5-6,13H,4,7-9H2,1H3
InChIKey: YMTAZHNVFUVLKW-UHFFFAOYSA-N
DeepSMILES: CC=O)CCNCCCC5=Ncc9cccc6
Scaffold Graph/Node/Bond level: c1ccc2c(c1)CN1CCCC1=N2
Scaffold Graph/Node level: C1CCC2NC3CCCN3CC2C1
Scaffold Graph level: C1CCC2CC3CCCC3CC2C1
Functional groups: CC(C)=O; cN=C(C)N(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Diazanaphthalenes
ClassyFire Subclass: Benzodiazines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Anthranilic acid alkaloids
NP Classifier Class: Quinazoline alkaloids
Synonymous chemical names:
Deoxypeganidine, deoxypeganidine
External chemical identifiers:
CID:CID_10955323
Chemical structure download


Deoxypeganidine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 228.3
Log P RDKit 2.85
Topological polar surface area (Å2) RDKit 32.67
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 17
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.07
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.43
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


Deoxypeganidine
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 0.779339


Deoxypeganidine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.21
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