IMPPAT Phytochemical information: 
Deoxy-5beta-hydroxyphorbol myristate

Deoxy-5beta-hydroxyphorbol myristate
Summary

SMILES: CCCCCCCCCCCCCC(=O)OC12CC(C)C3(C(C1C2(C)C)C=C(CO)C(C1(C3C=C(C1=O)C)O)O)O
InChI: InChI=1S/C34H54O7/c1-6-7-8-9-10-11-12-13-14-15-16-17-27(36)41-32-20-23(3)33(39)25(28(32)31(32,4)5)19-24(21-35)30(38)34(40)26(33)18-22(2)29(34)37/h18-19,23,25-26,28,30,35,38-40H,6-17,20-21H2,1-5H3
InChIKey: OQSMWUIBHRHHMP-UHFFFAOYSA-N
DeepSMILES: CCCCCCCCCCCCCC=O)OCCCC)CCC6C7C)C)))C=CCO))CCC7C=CC5=O))C))))O))O)))))O
Scaffold Graph/Node/Bond level: O=C1C=CC2C1CC=CC1C3CC3CCC21
Scaffold Graph/Node level: OC1CCC2C1CCCC1C3CC3CCC21
Scaffold Graph level: CC1CCC2C1CCCC1C3CC3CCC21
Functional groups: CC1=CCCC1=O; CO; COC(C)=O; CC=C(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Tetracyclic diterpenoids|Tigliane diterpenoids
Synonymous chemical names:
12-deoxy-5beta-hydroxyphorbol-13-myristate
External chemical identifiers:
CID:CID_322886
Chemical structure download


Deoxy-5beta-hydroxyphorbol myristate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 574.8
Log P RDKit 5.18
Topological polar surface area (Å2) RDKit 124.29
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 34
Number of heavy atoms RDKit 41
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.24
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 28
Shape complexity RDKit 0.82
Number of rotatable bonds RDKit 15
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4


Deoxy-5beta-hydroxyphorbol myristate
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 Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.127981


Deoxy-5beta-hydroxyphorbol myristate
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
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 -5.27
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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