IMPPAT Phytochemical information: 
4(3H)-Quinazolinone, 7-hydroxy-3-(2-hydroxyethyl)-

4(3H)-Quinazolinone, 7-hydroxy-3-(2-hydroxyethyl)-
Summary

SMILES: OCCn1cnc2c(c1=O)ccc(c2)O
InChI: InChI=1S/C10H10N2O3/c13-4-3-12-6-11-9-5-7(14)1-2-8(9)10(12)15/h1-2,5-6,13-14H,3-4H2
InChIKey: OTAAVXRYMFBGJJ-UHFFFAOYSA-N
DeepSMILES: OCCncnccc6=O))cccc6)O
Scaffold Graph/Node/Bond level: O=c1[nH]cnc2ccccc12
Scaffold Graph/Node level: OC1NCNC2CCCCC12
Scaffold Graph level: CC1CCCC2CCCCC12
Functional groups: CO; cn(C)c; cnc; c=O; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Diazanaphthalenes
ClassyFire Subclass: Benzodiazines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Anthranilic acid alkaloids
NP Classifier Class: Quinazoline alkaloids
Synonymous chemical names:
7-hydroxyechinozolinone
External chemical identifiers:
CID:CID_5491578
Chemical structure download


4(3H)-Quinazolinone, 7-hydroxy-3-(2-hydroxyethyl)-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 206.2
Log P RDKit 0.09
Topological polar surface area (Å2) RDKit 75.35
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 5
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 8
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.2
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
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


4(3H)-Quinazolinone, 7-hydroxy-3-(2-hydroxyethyl)-
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 0.730017


4(3H)-Quinazolinone, 7-hydroxy-3-(2-hydroxyethyl)-
ADME 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 -7.66
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