IMPPAT Phytochemical information: 
Clerodendrin A
Clerodendrin A
Summary

SMILES: CC[C@](C(=O)O[C@H]1[C@H](O)C[C@H]2[C@@]([C@]31CO3)(COC(=O)C)[C@@H](OC(=O)C)C=C([C@]2(C)[C@H]1O[C@H]2[C@@H](C1)C=CO2)C)(OC(=O)C)C
InChI: InChI=1S/C31H42O12/c1-8-28(6,43-19(5)34)27(36)42-25-21(35)13-22-29(7,23-12-20-9-10-37-26(20)41-23)16(2)11-24(40-18(4)33)30(22,14-38-17(3)32)31(25)15-39-31/h9-11,20-26,35H,8,12-15H2,1-7H3/t20-,21-,22-,23+,24+,25+,26+,28-,29+,30+,31-/m1/s1
InChIKey: NXKWGKNTUFLKGN-NLDKIVAHSA-N
DeepSMILES: CC[C@]C=O)O[C@H][C@H]O)C[C@H][C@@][C@@]6CO3)))COC=O)C))))[C@@H]OC=O)C)))C=C[C@]6C)[C@H]O[C@H][C@@H]C5)C=CO5))))))))C)))))))))))OC=O)C)))C
Scaffold Graph/Node/Bond level: C1=CC(C2CC3C=COC3O2)C2CCCC3(CO3)C2C1
Scaffold Graph/Node level: C1CC(C2CC3CCOC3O2)C2CCCC3(CO3)C2C1
Scaffold Graph level: C1CC2CC(C3CCCC4C3CCCC43CC3)CC2C1
Functional groups: COC(C)=O; CO; C[C@@]1(C)CO1; CC(=O)OC; CC(=CC)C; CO[C@H]1CC=CO1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Tetracarboxylic acids and derivatives
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Colensane and Clerodane diterpenoids
Synonymous chemical names:
clerodendrin a, clerodendrin A
External chemical identifiers:
CID:CID_442013; ChEMBL:CHEMBL2269683; ChEBI:CHEBI:3741; ZINC:ZINC000008234242
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Clerodendrin A
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 606.67
Log P RDKit 2.5
Topological polar surface area (Å2) RDKit 156.42
Number of hydrogen bond acceptors RDKit 12
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 31
Number of heavy atoms RDKit 43
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.35
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 23
Shape complexity RDKit 0.74
Number of rotatable bonds RDKit 12
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Clerodendrin A
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.186678
Clerodendrin A
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.61
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 3
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No