IMPPAT Phytochemical information: 
Porphyrin

Porphyrin
Summary

SMILES: C1=C/C/2=C/c3ccc([nH]3)/C=c/3[nH]/c(=CC4=N/C(=CC1=N2)/C=C4)/cc3
InChI: InChI=1S/C20H14N4/c1-2-14-10-16-5-6-18(23-16)12-20-8-7-19(24-20)11-17-4-3-15(22-17)9-13(1)21-14/h1-12,21-22H/b13-9-,14-10-,15-9-,16-10-,17-11-,18-12-,19-11-,20-12-
InChIKey: JZRYQZJSTWVBBD-CEVVSZFKSA-N
DeepSMILES: C=C/C=C/cccc[nH]5)/C=c[nH]/c=CC=N/C=CC%18=N%17)))/C=C5))))))/cc5
Scaffold Graph/Node/Bond level: C1=Cc2cc3ccc(cc4ccc(cc5nc(cc1n2)C=C5)[nH]4)[nH]3
Scaffold Graph/Node level: C1CC2CC3CCC(CC4CCC(CC5CCC(CC1N2)N5)N4)N3
Scaffold Graph level: C1CC2CC1CC1CCC(C1)CC1CCC(C1)CC1CCC(C1)C2
Functional groups: cC=Cc; c[nH]c; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Tetrapyrroles and derivatives
ClassyFire Subclass: Porphyrins
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Carboline alkaloids
Synonymous chemical names:
porphyrin
External chemical identifiers:
CID:66868
Chemical structure download


Porphyrin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 0
Log P RDKit 0
Topological polar surface area (Å2) RDKit
Number of hydrogen bond acceptors RDKit
Number of hydrogen bond donors RDKit
Number of carbon atoms RDKit
Number of heavy atoms RDKit
Number of heteroatoms RDKit
Number of nitrogen atoms RDKit
Number of sulfur atoms RDKit
Number of chiral carbon atoms RDKit
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit
Number of sp2 hybridized carbon atoms RDKit
Number of sp3 hybridized carbon atoms RDKit
Shape complexity RDKit
Number of rotatable bonds RDKit
Number of aliphatic carbocycles RDKit
Number of aliphatic heterocycles RDKit
Number of aliphatic rings RDKit
Number of aromatic carbocycles RDKit
Number of aromatic heterocycles RDKit
Number of aromatic rings RDKit
Total number of rings RDKit
Number of saturated carbocycles RDKit
Number of saturated heterocycles RDKit
Number of saturated rings RDKit
Number of Smallest Set of Smallest Rings (SSSR) RDKit


Porphyrin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.44


Porphyrin
ADMET 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 High
Log Kp (Skin permeation, cm/s) SwissADME -4.55
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 1.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes


Porphyrin
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000219700HMOX2818
ENSP00000241052CAT710
ENSP00000265316ABCB6954
ENSP00000328973TSPO852
ENSP00000332369ALAS2926
ENSP00000352835MB725
ENSP00000357775UROS799
ENSP00000367207MYC822
ENSP00000372326FECH962
ENSP00000386284ALAD733
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.