IMPPAT Phytochemical information: 
Desmethoxyaniflorine

Desmethoxyaniflorine
Summary

SMILES: CN(c1ccccc1[C@]1(O)CCn2c1nc1ccccc1c2=O)C
InChI: InChI=1S/C19H19N3O2/c1-21(2)16-10-6-4-8-14(16)19(24)11-12-22-17(23)13-7-3-5-9-15(13)20-18(19)22/h3-10,24H,11-12H2,1-2H3/t19-/m1/s1
InChIKey: MVNPGYCURAKAPD-LJQANCHMSA-N
DeepSMILES: CNcccccc6[C@]O)CCnc5ncccccc6c%10=O))))))))))))))))))))C
Scaffold Graph/Node/Bond level: O=c1c2ccccc2nc2n1CCC2c1ccccc1
Scaffold Graph/Node level: OC1C2CCCCC2NC2C(C3CCCCC3)CCN12
Scaffold Graph level: CC1C2CCCCC2CC2C(C3CCCCC3)CCC12
Functional groups: cN(C)C; CO; cn(c)C; cnc; c=O
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:
desmethoxyaniflorine
External chemical identifiers:
CID:CID_101995827; ZINC:ZINC000013360819
Chemical structure download


Desmethoxyaniflorine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 321.38
Log P RDKit 2.1
Topological polar surface area (Å2) RDKit 58.36
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 3
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.05
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.26
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4


Desmethoxyaniflorine
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 0.785201


Desmethoxyaniflorine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.85
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes