IMPPAT Phytochemical information: 
Melanin
Melanin
Summary

SMILES: Cc1c2[nH]cc3c2c(c(=O)c1=O)c1c[nH]c2c1c3c(=O)c(=O)c2C
InChI: InChI=1S/C18H10N2O4/c1-5-13-9-7(3-19-13)12-10-8(11(9)17(23)15(5)21)4-20-14(10)6(2)16(22)18(12)24/h3-4,19-20H,1-2H3
InChIKey: XUMBMVFBXHLACL-UHFFFAOYSA-N
DeepSMILES: Ccc[nH]ccc5cc=O)c9=O)))cc[nH]cc5c9c=O)c=O)c6C
Scaffold Graph/Node/Bond level: O=c1cc2[nH]cc3c4c(=O)c(=O)cc5[nH]cc(c(c1=O)c23)c54
Scaffold Graph/Node level: OC1CC2NCC3C2C(C1O)C1CNC2CC(O)C(O)C3C21
Scaffold Graph level: CC1CC2CCC3C2C(C1C)C1CCC2CC(C)C(C)C3C21
Functional groups: c=O; c[nH]c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Anthracenes
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
melanin
External chemical identifiers:
CID:6325610; ChEMBL:CHEMBL4283875; ChEBI:89634; MolPort-046-195-992
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Melanin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 318.29
Log P RDKit 1.33
Topological polar surface area (Å2) RDKit 99.86
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 18
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 2
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 16
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.11
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 5
Total number of rings RDKit 5
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 5
Melanin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.3321
Melanin
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very 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 -9.11
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 2.0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No
Melanin
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000244137PEPD700
ENSP00000263321TYR987
ENSP00000283916TMPRSS11D786
ENSP00000295600MITF793
ENSP00000296589SLC45A2715
ENSP00000341550SLC24A5712
ENSP00000370571TH768
ENSP00000373570TYRP1858
ENSP00000402758PMEL797
ENSP00000451560TUBB3823
ENSP00000451605MC1R847
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.