(4Z)-6-bromo-4-({[4-(pyrrolidin-1-ylmethyl)phenyl]amino}methylidene)-1,2,3,4-tetrahydroisoquinoline-1,3-dione

• ChemBase ID: 4809
• Molecular Formular: C21H20BrN3O2
• Molecular Mass: 426.3064
• Monoisotopic Mass: 425.0738889
• SMILES: c1cc(ccc1CN1CCCC1)N/C=C\1/c2cc(ccc2C(=O)NC1=O)Br
• Canonical SMILES: O=C1NC(=O)c2c(/C/1=C/Nc1ccc(cc1)CN1CCCC1)cc(cc2)Br
• InChI: InChI=1S/C21H20BrN3O2/c22-15-5-8-17-18(11-15)19(21(27)24-20(17)26)12-23-16-6-3-14(4-7-16)13-25-9-1-2-10-25/h3-8,11-12,23H,1-2,9-10,13H2,(H,24,26,27)/b19-12-
• InChIKey: JFEKAVPMVOLVTH-UNOMPAQXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4Z)-6-bromo-4-({[4-(pyrrolidin-1-ylmethyl)phenyl]amino}methylidene)-1,2,3,4-tetrahydroisoquinoline-1,3-dione
• IUPAC Traditional name: (4Z)-6-bromo-4-({[4-(pyrrolidin-1-ylmethyl)phenyl]amino}methylidene)-2H-isoquinoline-1,3-dione
• Synonyms: (4Z)-6-bromo-4-({[4-(pyrrolidin-1-ylmethyl)phenyl]amino}methylidene)isoquinoline-1,3(2H,4H)-dione

Database IDs

• PubChem SID: 160968241; 99443627
• PubChem CID: 24808489

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.31908
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.14385767
• LogD (pH = 7.4): 1.1486801
• Log P: 1.9399345
• Molar Refractivity: 111.4188 cm^3
• Polarizability: 41.31018 Å^3
• Polar Surface Area: 61.44 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.68
• LOG S: -4.95
• Solubility (Water): 4.82e-03 g/l

DETAILS

DrugBank - DB07156

Drug information: experimental