IMPPAT Phytochemical information: 
Isoguvacine
Isoguvacine
Summary

SMILES: OC(=O)C1=CCNCC1
InChI: InChI=1S/C6H9NO2/c8-6(9)5-1-3-7-4-2-5/h1,7H,2-4H2,(H,8,9)
InChIKey: KRVDMABBKYMBHG-UHFFFAOYSA-N
DeepSMILES: OC=O)C=CCNCC6
Scaffold Graph/Node/Bond level: C1=CCNCC1
Scaffold Graph/Node level: C1CCNCC1
Scaffold Graph level: C1CCCCC1
Functional groups: CC=C(C(=O)O)C; CNC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyridines and derivatives
ClassyFire Subclass: Hydropyridines
NP Classifier Biosynthetic pathway: Amino acids and Peptides
NP Classifier Superclass: Small peptides
NP Classifier Class: Aminoacids
Synonymous chemical names:
isoguvacine
External chemical identifiers:
CID:CID_3765; ChEMBL:CHEMBL39071; ChEBI:CHEBI:34799; ZINC:ZINC000003872953; FDASRS:YTF580771Y; SureChEMBL:SCHEMBL339700
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Isoguvacine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 127.14
Log P RDKit -0.01
Topological polar surface area (Å2) RDKit 49.33
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 6
Number of heavy atoms RDKit 9
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 1
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 3
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.5
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 1
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 1
Isoguvacine
Drug-likeness
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 3
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.520549
Isoguvacine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.89
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
Isoguvacine
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000527ENSG00000163288GABRB12560ChEMBL
TAR_EXP_000528ENSG00000145864GABRB22561ChEMBL
TAR_EXP_000526ENSG00000145863GABRA62559BindingDB, ChEMBL, NPASS
TAR_EXP_000535ENSG00000094755GABRP2568ChEMBL
TAR_EXP_000524ENSG00000109158GABRA42557BindingDB, ChEMBL, NPASS
TAR_EXP_000523ENSG00000011677GABRA32556BindingDB, ChEMBL, NPASS
TAR_EXP_000522ENSG00000151834GABRA22555ChEMBL, NPASS
TAR_EXP_000521ENSG00000022355GABRA12554BindingDB, ChEMBL
TAR_EXP_000386ENSG00000123643SLC36A1206358BindingDB, NPASS
TAR_EXP_000525ENSG00000186297GABRA52558BindingDB, ChEMBL, NPASS
TAR_EXP_000529ENSG00000166206GABRB32562ChEMBL, NPASS
TAR_EXP_001225ENSG00000268089GABRQ55879ChEMBL
TAR_EXP_000531ENSG00000102287GABRE2564ChEMBL
TAR_EXP_000532ENSG00000163285GABRG12565ChEMBL
TAR_EXP_000533ENSG00000113327GABRG22566ChEMBL, NPASS
TAR_EXP_000534ENSG00000182256GABRG32567ChEMBL
TAR_EXP_000536ENSG00000146276GABRR12569BindingDB, ChEMBL, NPASS
TAR_EXP_000537ENSG00000111886GABRR22570ChEMBL
TAR_EXP_000554ENSG00000101347SAMHD125939ChEMBL
TAR_EXP_000572ENSG00000108773KAT2A2648NPASS
TAR_EXP_000706ENSG00000291796APEX1328NPASS
TAR_EXP_000364ENSG00000183185GABRR3200959BindingDB, ChEMBL
TAR_EXP_001366ENSG00000117152RGS45999NPASS
TAR_EXP_001630ENSG00000074319TSG1017251NPASS
TAR_EXP_001631ENSG00000165409TSHR7253ChEMBL, NPASS
TAR_EXP_000530ENSG00000187730GABRD2563ChEMBL
TAR_EXP_000095ENSG00000224143EHMT210919NPASS
TAR_EXP_000324ENSG00000184845DRD11812NPASS
TAR_EXP_000004ENSG00000094631HDAC610013ChEMBL