IMPPAT Phytochemical information: 
Nodifloridin A

Nodifloridin A
Summary

SMILES: COc1cc(C(=O)/C=C/C=C/C=C\C(=O)O)c(c(c1)C(CC/C=C/C(=O)O)C)O
InChI: InChI=1S/C22H24O7/c1-15(9-7-8-12-21(26)27)17-13-16(29-2)14-18(22(17)28)19(23)10-5-3-4-6-11-20(24)25/h3-6,8,10-15,28H,7,9H2,1-2H3,(H,24,25)(H,26,27)/b4-3+,10-5+,11-6-,12-8+
InChIKey: AHRYTOIRSZZUSM-VYRIXLJASA-N
DeepSMILES: COcccC=O)/C=C/C=C/C=C\C=O)O)))))))))ccc6)CCC/C=C/C=O)O))))))C)))O
Scaffold Graph/Node/Bond level: c1ccccc1
Scaffold Graph/Node level: C1CCCCC1
Scaffold Graph level: C1CCCCC1
Functional groups: cOC; cC(=O)/C=C/C=C/C=C\C(=O)O; C/C=C/C(=O)O; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Phenols
ClassyFire Subclass: Methoxyphenols
NP Classifier Biosynthetic pathway: Polyketides
Synonymous chemical names:
Nodifloridin A
Chemical structure download


Nodifloridin A
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 400.43
Log P RDKit 3.86
Topological polar surface area (Å2) RDKit 121.13
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 29
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
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 17
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.23
Number of rotatable bonds RDKit 11
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 1
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 1


Nodifloridin A
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Bad
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.29


Nodifloridin A
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.73
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No