IMPPAT Phytochemical information: 
Chloromycorrhizinol A

Chloromycorrhizinol A
Summary

SMILES: OC1Cc2c(OC1(C)C)c1oc(c(c1c(c2O)Cl)Cl)C
InChI: InChI=1S/C14H14Cl2O4/c1-5-9(15)8-10(16)11(18)6-4-7(17)14(2,3)20-12(6)13(8)19-5/h7,17-18H,4H2,1-3H3
InChIKey: UNADTNZSDVWGIK-UHFFFAOYSA-N
DeepSMILES: OCCccOC6C)C)))coccc5cc9O))Cl)))Cl))C
Scaffold Graph/Node/Bond level: c1cc2ccc3c(c2o1)OCCC3
Scaffold Graph/Node level: C1COC2C(C1)CCC1CCOC12
Scaffold Graph level: C1CCC2C(C1)CCC1CCCC12
Functional groups: CO; cOC; coc; cO; cCl
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
ClassyFire Subclass: 1-benzopyrans
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Chromanes
Synonymous chemical names:
chloromycorrhizinol a
External chemical identifiers:
CID:CID_10471056
Chemical structure download


Chloromycorrhizinol A
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 317.17
Log P RDKit 3.83
Topological polar surface area (Å2) RDKit 62.83
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 20
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
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 0
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 3
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 3


Chloromycorrhizinol A
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 0.775035


Chloromycorrhizinol A
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately 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 -5.66
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes