IMPPAT Phytochemical information: 
1,2,3,9-Tetrahydropyrrolo[2,1-b]quinazolin-9-ol
1,2,3,9-Tetrahydropyrrolo[2,1-b]quinazolin-9-ol
Summary

SMILES: OC1N2CCCC2=Nc2c1cccc2
InChI: InChI=1S/C11H12N2O/c14-11-8-4-1-2-5-9(8)12-10-6-3-7-13(10)11/h1-2,4-5,11,14H,3,6-7H2
InChIKey: RDWJAMWCGSWTQS-UHFFFAOYSA-N
DeepSMILES: OCNCCCC5=Ncc9cccc6
Scaffold Graph/Node/Bond level: c1ccc2c(c1)CN1CCCC1=N2
Scaffold Graph/Node level: C1CCC2NC3CCCN3CC2C1
Scaffold Graph level: C1CCC2CC3CCCC3CC2C1
Functional groups: CC1=NccC(O)N1C
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:
Peganol, peganol
External chemical identifiers:
CID:CID_3756584; ChEMBL:CHEMBL2165578; SureChEMBL:SCHEMBL4111529; MolPort-002-516-511
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
1,2,3,9-Tetrahydropyrrolo[2,1-b]quinazolin-9-ol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 188.23
Log P RDKit 1.82
Topological polar surface area (Å2) RDKit 35.83
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 11
Number of heavy atoms RDKit 14
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.09
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.36
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
1,2,3,9-Tetrahydropyrrolo[2,1-b]quinazolin-9-ol
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 Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.673696
1,2,3,9-Tetrahydropyrrolo[2,1-b]quinazolin-9-ol
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.14
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 Yes