CAS 104422-04-0|1-phenyl-3-(prop-2-en-1-yl)-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol|1-phenyl-3-(prop-2-en-1-yl)-1,2,4,5-tetrahydro-3-benzazepine-7,8-diol|SKF-77,434|3-Allyl-2,3,4,5-tetrahydro-7...

General Information

Structure

Molecular Formula

C₁₉H₂₁NO₂

Molecular Mass

295.37554

Exact Mass

295.15722892

Charge

InChI

InChI=1S/C19H21NO2/c1-2-9-20-10-8-15-11-18(21)19(22)12-16(15)17(13-20)14-6-4-3-5-7-14/h2-7,11-12,17,21-22H,1,8-10,13H2

InChIKey

QBUVZVXIRYFENV-UHFFFAOYSA-N

Canonic Smiles

C=CCN1CCc2c(C(C1)c1ccccc1)cc(c(c2)O)O

Isomeric Smiles

c1ccccc1C1CN(CC=C)CCc2cc(O)c(cc12)O

Calculated Properties

JChem

LogD (pH = 7.4)

2.52

LogD (pH = 5.5)

0.82

Log P

3.59

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

8.66

Polar Surface Area

43.70

Polarizability

32.87

Molar Refractivity

90.36

LOG S

-2.58

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

1-phenyl-3-(prop-2-en-1-yl)-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol

IUPAC Traditional name

1-phenyl-3-(prop-2-en-1-yl)-1,2,4,5-tetrahydro-3-benzazepine-7,8-diol

Synonyms

SKF-77,4343-Allyl-2,3,4,5-tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepineSKF 77434Skf-774343-allyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diolN-allyl-1-phenyl-2,3,4,5-tetrahydro-3-benzazepine-7,8-diolN-allyl-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepineSK&F 77434

Names and Identifiers

Registration numbers

CAS Number

Wikipedia Title

PubChem CID

PubChem SID

ACToR Database

CompTox Database

BindingDB Database

Reaxys Registry

CHEMBL

LINCS Database

SureChEMBL Database

CHEBI ID

Registration numbers

Properties

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Related Proteins

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Molecular Spectra

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Molecule Details

A benzazepine that is 2,3,4,5-tetrahydro-3-benzazepine bearing a phenyl substituent at position 1, an allyl substituent at position 3 and two hydroxy substituents at positions 7 and 8. Selective dopamine D1-like receptor partial agonist (IC50 values are 19.7 and 2425 nM for binding to D1-like and D2-like receptors respectively). Centrally active following systemic administration in vivo.

Molecule Details

References

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References

Bioactivity

PubChem BioAssay

Bioactivity

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