IMPPAT Phytochemical information: 
7-Chloro-6-demethylcepharadione B

7-Chloro-6-demethylcepharadione B
Summary

SMILES: COc1cc2C(=O)C(=O)Nc3c2c(c1OC)c1ccccc1c3Cl
InChI: InChI=1S/C18H12ClNO4/c1-23-11-7-10-12-13(17(11)24-2)8-5-3-4-6-9(8)14(19)15(12)20-18(22)16(10)21/h3-7H,1-2H3,(H,20,22)
InChIKey: DBNFUUYMTAGFDM-UHFFFAOYSA-N
DeepSMILES: COcccC=O)C=O)Ncc6cc%10OC)))cccccc6c%10Cl
Scaffold Graph/Node/Bond level: O=C1Nc2cc3ccccc3c3cccc(c23)C1=O
Scaffold Graph/Node level: OC1NC2CC3CCCCC3C3CCCC(C1O)C23
Scaffold Graph level: CC1CC2CC3CCCCC3C3CCCC(C1C)C23
Functional groups: cOC; cNC(=O)C(=O)c; cCl
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Aporphines
ClassyFire Subclass: 4,5-dioxoaporphines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Aporphine alkaloids
Synonymous chemical names:
7-chloro-6-demethylcepharadione b
External chemical identifiers:
CID:CID_131752718; ZINC:ZINC000013385026
Chemical structure download


7-Chloro-6-demethylcepharadione B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 341.75
Log P RDKit 3.8
Topological polar surface area (Å2) RDKit 64.63
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 18
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 1
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 16
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.11
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 0
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


7-Chloro-6-demethylcepharadione B
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 0.568542


7-Chloro-6-demethylcepharadione B
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 -5.69
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 3
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No