IMPPAT Phytochemical information: 
Treflorine, 3'-methyl-6'-oxo
Treflorine, 3'-methyl-6'-oxo
Summary

SMILES: COC1/C=C\C=C(\C)/C(OC)c2cc(OC)c(c(c2)N2C(=O)CC(C3(C(C(C4CC1(O)NC(=O)O4)C)O3)C)OC(=O)C(C)N(C)C(=O)C(C(=O)C2)(C)O)Cl
InChI: InChI=1S/C37H48ClN3O13/c1-18-11-10-12-26(50-8)37(48)16-24(52-34(46)39-37)19(2)31-36(5,54-31)27-15-28(43)41(22-13-21(30(18)51-9)14-23(49-7)29(22)38)17-25(42)35(4,47)33(45)40(6)20(3)32(44)53-27/h10-14,19-20,24,26-27,30-31,47-48H,15-17H2,1-9H3,(H,39,46)/b12-10-,18-11-
InChIKey: AAJDLBBDZUKPEN-QGZZTLNLSA-N
DeepSMILES: COC/C=C\C=C\C)/COC))cccOC))ccc6)NC=O)CCCCCCCC%21O)NC=O)O6))))))C))O3))C))OC=O)CC)NC)C=O)CC=O)C%12))C)O))))))))))))Cl
Scaffold Graph/Node/Bond level: O=C1CC(=O)NCC(=O)OC2CC(=O)N(C1)c1cccc(c1)CC=CC=CCC1CC(CC3OC23)OC(=O)N1
Scaffold Graph/Node level: OC1CC(O)NCC(O)OC2CC(O)N(C1)C1CCCC(CCCCCCC3CC(CC4OC24)OC(O)N3)C1
Scaffold Graph level: CC1CCC(C)CC2CC(C)C(CC(C)C1)C1CCCC(CCCCCCC3CC(C)CC(C3)CC3CC23)C1
Functional groups: COC; C/C=C\C=C(\C)C; cOC; cN(C)C(=O)C; CC1OC1(C)C; CC1(O)CCOC(=O)N1; COC(=O)C; CC(=O)N(C)C; CC(=O)C; CO; cCl
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Peptidomimetics
ClassyFire Subclass: Depsipeptides
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Macrolides
NP Classifier Class: Ansa macrolides
Synonymous chemical names:
n-methyltrenudone
External chemical identifiers:
CID:CID_5477781
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Treflorine, 3'-methyl-6'-oxo
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 778.25
Log P RDKit 2.36
Topological polar surface area (Å2) RDKit 203
Number of hydrogen bond acceptors RDKit 13
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 37
Number of heavy atoms RDKit 54
Number of heteroatoms RDKit 17
Number of nitrogen atoms RDKit 3
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.27
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 15
Number of sp3 hybridized carbon atoms RDKit 22
Shape complexity RDKit 0.59
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 4
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Treflorine, 3'-methyl-6'-oxo
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 0.229638
Treflorine, 3'-methyl-6'-oxo
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -9.13
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 No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes