IMPPAT Phytochemical information: 
Methyl pheophorbide a
Methyl pheophorbide a
Summary

SMILES: COC(=O)CC[C@H]1[C@H](C)/C/2=C/C3=N/C(=C\C4=N/C(=C\C5=C(C6=C([C@@H](/C(=C\1/N2)/C6=N5)C(=O)OC)O)C)/C(=C4C)CC)/C(=C3C)C=C
InChI: InChI=1S/C36H38N4O5/c1-9-20-16(3)23-13-25-18(5)22(11-12-29(41)44-7)33(39-25)31-32(36(43)45-8)35(42)30-19(6)26(40-34(30)31)15-28-21(10-2)17(4)24(38-28)14-27(20)37-23/h9,13-15,18,22,32,39,42H,1,10-12H2,2-8H3/b25-13-,27-14-,28-15-,33-31-/t18-,22-,32+/m0/s1
InChIKey: HUXSMOZWPXDRTN-ZGEUILFGSA-N
DeepSMILES: COC=O)CC[C@H][C@H]C)/C=C/C=N/C=C\C=N/C=C\C=CC=C[C@@H]/C=C\%19/N\%18))/C5=N8)))C=O)OC))))O)))C))))/C=C5C))CC)))))))/C=C5C))C=C
Scaffold Graph/Node/Bond level: C1=CC2=NC1=CC1=CC3=CCC(=C4CCC(=CC5=NC(=C2)C=C5)N4)C3=N1
Scaffold Graph/Node level: C1CC2CC3CCC(N3)C3CCC4CC(CC5CCC(CC1N2)N5)NC43
Scaffold Graph level: C1CC2CC1CC1CCC(C1)CC1CC3CCC(C4CCC(C2)C4)C3C1
Functional groups: COC(C)=O; C=CC1=C(C)C2=N/C1=C\C1=N/C(=C\C3=C(C)C4=C(O)C/C(=C5\CC/C(=C/2)N5)C4=N3)C(C)=C1C
Chemical classification

NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
Methyl pheophorbide a, methyl pheophorbide a
External chemical identifiers:
CID:CID_135407639; Molport-051-861-176
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Methyl pheophorbide a
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 606.72
Log P RDKit 6.2
Topological polar surface area (Å2) RDKit 121.94
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 36
Number of heavy atoms RDKit 45
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 4
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.08
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 23
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.36
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 5
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Methyl pheophorbide a
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 0.35
Methyl pheophorbide a
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.67
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No