IMPPAT Phytochemical information: 
Tetrahydropteroylglutamate
Tetrahydropteroylglutamate
Summary

SMILES: OC(=O)CCC(C(=O)O)NC(=O)c1ccc(cc1)NCC1CNc2c(N1)c(=O)[nH]c(n2)N
InChI: InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)
InChIKey: MSTNYGQPCMXVAQ-UHFFFAOYSA-N
DeepSMILES: OC=O)CCCC=O)O))NC=O)cccccc6))NCCCNccN6)c=O)[nH]cn6)N
Scaffold Graph/Node/Bond level: O=c1[nH]cnc2c1NC(CNc1ccccc1)CN2
Scaffold Graph/Node level: OC1NCNC2NCC(CNC3CCCCC3)NC12
Scaffold Graph level: CC1CCCC2CCC(CCC3CCCCC3)CC12
Functional groups: CC(=O)O; cC(=O)NC; cNC; c=O; c[nH]c; cnc; cN
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pteridines and derivatives
ClassyFire Subclass: Pterins and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Pseudoalkaloids
NP Classifier Class: pteridine alkaloids
Synonymous chemical names:
Tetrahydropteroylglutamate, tetrahydropteroylglutamate
External chemical identifiers:
CID:CID_135402046
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Tetrahydropteroylglutamate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 445.44
Log P RDKit -0.28
Topological polar surface area (Å2) RDKit 211.56
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 8
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 32
Number of heteroatoms RDKit 13
Number of nitrogen atoms RDKit 7
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.11
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 13
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.32
Number of rotatable bonds RDKit 9
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 3
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 3
Tetrahydropteroylglutamate
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.251235
Tetrahydropteroylglutamate
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.11
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -9.46
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 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