IMPPAT Phytochemical information: 
Sarothralin
Sarothralin
Summary

SMILES: CC(=CCOc1cc(O)c(c(c1C(=O)c1ccccc1)O)CC1=C(O)C(C(=O)C(=C1O)C(=O)C(C)C)(C)C)C
InChI: InChI=1S/C31H34O8/c1-16(2)12-13-39-22-15-21(32)19(27(35)23(22)26(34)18-10-8-7-9-11-18)14-20-28(36)24(25(33)17(3)4)30(38)31(5,6)29(20)37/h7-12,15,17,32,35-37H,13-14H2,1-6H3
InChIKey: CTSAWQOSUXMFIZ-UHFFFAOYSA-N
DeepSMILES: CC=CCOcccO)ccc6C=O)cccccc6))))))))O))CC=CO)CC=O)C=C6O))C=O)CC)C)))))C)C))))))))))))C
Scaffold Graph/Node/Bond level: O=C1C=CC(Cc2cccc(C(=O)c3ccccc3)c2)=CC1
Scaffold Graph/Node level: OC1CCC(CC2CCCC(C(O)C3CCCCC3)C2)CC1
Scaffold Graph level: CC1CCC(CC2CCCC(C(C)C3CCCCC3)C2)CC1
Functional groups: CC(=O)C1=C(O)C(C)=C(O)CC1=O; CC=C(C)C; cOC; cO; cC(c)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Benzene and substituted derivatives
ClassyFire Subclass: Benzophenones
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Phloroglucinols
NP Classifier Class: Dimeric phloroglucinols
Synonymous chemical names:
Sarothralin, sarothralin
External chemical identifiers:
CID:CID_354448
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Sarothralin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 534.61
Log P RDKit 5.67
Topological polar surface area (Å2) RDKit 141.36
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 31
Number of heavy atoms RDKit 39
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
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 21
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.32
Number of rotatable bonds RDKit 9
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
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
Sarothralin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 4
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.18
Sarothralin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -5.09
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes