IMPPAT Phytochemical information: 
Tetrahydropteroylglutamate
Tetrahydropteroylglutamate
Summary

SMILES: OC(=O)CCC(C(=O)O)NC(=O)c1ccc(cc1)NCC1CNc2c(N1)c(=O)nc([nH]2)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)nc[nH]6)N
Scaffold Graph/Node/Bond level: O=c1nc[nH]c2c1NC(CNc1ccccc1)CN2
Scaffold Graph/Node level: OC1NCNC2NCC(CNC3CCCCC3)NC12
Scaffold Graph level: CC1CCCC2CCC(CCC3CCCCC3)CC12
Functional groups: CC(=O)O; c=O; cC(=O)NC; cN; cNC; c[nH]c; cnc
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
External chemical identifiers:
CID:1129
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 0.2512
Tetrahydropteroylglutamate
ADMET 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 0.0
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
Tetrahydropteroylglutamate
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000205402DLD874
ENSP00000216194ADSL915
ENSP00000220058MTFMT911
ENSP00000236959ATIC916
ENSP00000255189DMGDH876
ENSP00000255416MYBPH837
ENSP00000258494ALDH1L2980
ENSP00000260118GGH923
ENSP00000264668MTRR929
ENSP00000266736AMDHD1900
ENSP00000273588AMT987
ENSP00000291670FTCD948
ENSP00000296946T900
ENSP00000297578SLC25A32907
ENSP00000298223FOLR2822
ENSP00000313490PFAS936
ENSP00000315644TYMS994
ENSP00000318868SHMT1983
ENSP00000319170DHFRL1921
ENSP00000333667SHMT2986
ENSP00000349576DCTD912
ENSP00000355536MTR986
ENSP00000356290MTHFD1L983
ENSP00000360938SARDH865
ENSP00000362344FPGS937
ENSP00000365775MTHFR955
ENSP00000370737GLDC923
ENSP00000371236GART975
ENSP00000377083ALDH1L1985
ENSP00000377617MTHFD2934
ENSP00000383042KDM1A826
ENSP00000396308DHFR996
ENSP00000450560MTHFD1971
ENSP00000459789RCOR1800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.