IMPPAT Phytochemical information: 
Changrolin

Changrolin
Summary

SMILES: Oc1c(CN2CCCC2)cc(cc1CN1CCCC1)Nc1ncnc2c1cccc2
InChI: InChI=1S/C24H29N5O/c30-23-18(15-28-9-3-4-10-28)13-20(14-19(23)16-29-11-5-6-12-29)27-24-21-7-1-2-8-22(21)25-17-26-24/h1-2,7-8,13-14,17,30H,3-6,9-12,15-16H2,(H,25,26,27)
InChIKey: ADFVBEOHHMMWBZ-UHFFFAOYSA-N
DeepSMILES: OccCNCCCC5))))))cccc6CNCCCC5))))))))Ncncncc6cccc6
Scaffold Graph/Node/Bond level: c1ccc2c(Nc3cc(CN4CCCC4)cc(CN4CCCC4)c3)ncnc2c1
Scaffold Graph/Node level: C1CCC2C(C1)NCNC2NC1CC(CN2CCCC2)CC(CN2CCCC2)C1
Scaffold Graph level: C1CCC(CC2CC(CC3CCCC3)CC(CC3CCCC4CCCCC43)C2)C1
Functional groups: cO; CN(C)C; cNc; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Diazanaphthalenes
ClassyFire Subclass: Benzodiazines
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
changrolin
External chemical identifiers:
CID:CID_123775; ChEMBL:CHEMBL26791; FDASRS:XCP7AVW14B; SureChEMBL:SCHEMBL6375754
Chemical structure download


Changrolin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 403.53
Log P RDKit 4.27
Topological polar surface area (Å2) RDKit 64.52
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 24
Number of heavy atoms RDKit 30
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 5
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.42
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5


Changrolin
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.599451


Changrolin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.73
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes