IMPPAT Phytochemical information: 
N-(4-Bromophenyl)-3,4,5,6-tetrahydrophthalimide

N-(4-Bromophenyl)-3,4,5,6-tetrahydrophthalimide
Summary

SMILES: O=C1C2=C(C(=O)N1c1ccc(cc1)Br)CCCC2
InChI: InChI=1S/C14H12BrNO2/c15-9-5-7-10(8-6-9)16-13(17)11-3-1-2-4-12(11)14(16)18/h5-8H,1-4H2
InChIKey: DEMFUFJSZCRLRV-UHFFFAOYSA-N
DeepSMILES: O=CC=CC=O)N5cccccc6))Br)))))))CCCC6
Scaffold Graph/Node/Bond level: O=C1C2=C(CCCC2)C(=O)N1c1ccccc1
Scaffold Graph/Node level: OC1C2CCCCC2C(O)N1C1CCCCC1
Scaffold Graph level: CC1C2CCCCC2C(C)C1C1CCCCC1
Functional groups: cN1C(=O)C(=C(C)C1=O)C; cBr
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyrrolines
ClassyFire Subclass: Phenylpyrrolines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Anthranilic acid alkaloids
Synonymous chemical names:
imide
External chemical identifiers:
CID:CID_443040; ChEMBL:CHEMBL2289026; ChEBI:CHEBI:5877; ZINC:ZINC000000900641
Chemical structure download


N-(4-Bromophenyl)-3,4,5,6-tetrahydrophthalimide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 306.16
Log P RDKit 3.19
Topological polar surface area (Å2) RDKit 37.38
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 18
Number of heteroatoms RDKit 4
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 10
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.29
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
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 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


N-(4-Bromophenyl)-3,4,5,6-tetrahydrophthalimide
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.75


N-(4-Bromophenyl)-3,4,5,6-tetrahydrophthalimide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.77
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No