IMPPAT Phytochemical information: 
1-Methylxanthine
1-Methylxanthine
Summary

SMILES: Cn1c(=O)[nH]c2c(c1=O)[nH]cn2
InChI: InChI=1S/C6H6N4O2/c1-10-5(11)3-4(8-2-7-3)9-6(10)12/h2H,1H3,(H,7,8)(H,9,12)
InChIKey: MVOYJPOZRLFTCP-UHFFFAOYSA-N
DeepSMILES: Cnc=O)[nH]ccc6=O))[nH]cn5
Scaffold Graph/Node/Bond level: O=c1[nH]c(=O)c2[nH]cnc2[nH]1
Scaffold Graph/Node level: OC1NC(O)C2NCNC2N1
Scaffold Graph level: CC1CC(C)C2CCCC2C1
Functional groups: c=O; c[nH]c; cn(c)C; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Imidazopyrimidines
ClassyFire Subclass: Purines and purine derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Pseudoalkaloids
NP Classifier Class: Purine alkaloids
Synonymous chemical names:
methylxanthine
External chemical identifiers:
CID:80220; ChEMBL:CHEMBL1250; ChEBI:68444; ZINC:ZINC000013517144; FDASRS:7EE8WCA32U; SureChEMBL:SCHEMBL10996; MolPort-003-824-632
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
1-Methylxanthine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 166.14
Log P RDKit -1.05
Topological polar surface area (Å2) RDKit 83.54
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 6
Number of heavy atoms RDKit 12
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 4
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 5
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.17
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 0
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
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 2
1-Methylxanthine
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 2
Ghose filter RDKit Failed
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 0.5234
1-Methylxanthine
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.51
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 0.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
1-Methylxanthine
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000222982CYP3A5800
ENSP00000248041CYP4F11800
ENSP00000260630CYP1B1800
ENSP00000285979CYP2C18800
ENSP00000301146CYP2A7814
ENSP00000308032CYP2S1800
ENSP00000321821CYP4F12800
ENSP00000332679CYP2A13800
ENSP00000333534CYP2F1800
ENSP00000334246CYP4Z1800
ENSP00000337450CYP3A7800
ENSP00000342007CYP1A2929
ENSP00000353820CYP2D6800
ENSP00000360247CYP2J2800
ENSP00000360317CYP2C8800
ENSP00000360968CYP4X1800
ENSP00000360991CYP4B1800
ENSP00000368727XDH900
ENSP00000369050CYP1A1800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.