CAS 127243-85-0|CAS 130964-39-5|N-[2-(4-BROMOCINNAMYLAMINO)ETHYL]-5-ISOQUINOLINE SULFONAMIDE|N-(2-{[(2E)-3-(4-bromophenyl)prop-2-en-1-yl]amino}ethyl)isoquinoline-5-sulfonamide|N-(2-{[(2E)-3-(4-bromo...

General Information

Structure

Molecular Formula

C₂₀H₂₀BrN₃O₂S

Molecular Mass

446.3607

Exact Mass

445.0459599

Charge

InChI

InChI=1S/C20H20BrN3O2S/c21-18-8-6-16(7-9-18)3-2-11-22-13-14-24-27(25,26)20-5-1-4-17-15-23-12-10-19(17)20/h1-10,12,15,22,24H,11,13-14H2/b3-2+

InChIKey

ZKZXNDJNWUTGDK-NSCUHMNNSA-N

Canonic Smiles

Brc1ccc(cc1)/C=C/CNCCNS(=O)(=O)c1cccc2c1ccnc2

Isomeric Smiles

c1(cccc2cnccc12)S(=O)(=O)NCCNC/C=C/c1ccc(Br)cc1

Calculated Properties

JChem

Acid pKa

10.041068

H Acceptors

H Donor

LogD (pH = 5.5)

0.7977911

LogD (pH = 7.4)

2.5343072

Log P

3.2284625

Molar Refractivity

112.6843

Polarizability

45.041603

Polar Surface Area

71.09

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

2.7

LOG S

-5.58

Solubility (Water)

1.18e-03 g/l

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

IUPAC name

N-(2-{[(2E)-3-(4-bromophenyl)prop-2-en-1-yl]amino}ethyl)isoquinoline-5-sulfonamide N-(2-{[3-(4-bromophenyl)prop-2-en-1-yl]amino}ethyl)isoquinoline-5-sulfonamide

Synonyms

N-[2-(4-BROMOCINNAMYLAMINO)ETHYL]-5-ISOQUINOLINE SULFONAMIDEH-89H-89N-[2-(p-Bromocinnamylamino)ethyl]-5-Isoquinoline SulfonamideN-[2-[[3-(4-Bromophenyl)-2-propen-1-yl]amino]ethyl]-5-isoquinolinesulfonamideN-[2-[[3-(4-Bromophenyl)-2-propen-1-yl]amino]ethyl]-5-isoquinolinesulfonamide HydrochlorideN-[2-(p-Bromocinnamylamino)ethyl]-5-isoquinoline Sulfonamide Dihydrochloride

IUPAC Traditional name

N-(2-{[(2E)-3-(4-bromophenyl)prop-2-en-1-yl]amino}ethyl)isoquinoline-5-sulfonamide N-(2-{[3-(4-bromophenyl)prop-2-en-1-yl]amino}ethyl)isoquinoline-5-sulfonamide

Names and Identifiers

Registration numbers

CAS Number

127243-85-0130964-39-5

PubChem SID

PubChem CID

Wikipedia Title

Chemspider ID

Registration numbers

Properties

Safety Information

Main Hazard

Exposure may cause irritation to eyes, mucous membranes, upperrespiratory tract and skin.

Safety Statements

22-Donotbreathedust
24/25-Avoidcontactwithskinandeyes
36/37/39-Wearsuitableprotectiveclothing,glovesandeye/faceprotection

Storage Condition

-20°C Freezer

MSDS Link

Download link

Product Information

Certificate of Analysis

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Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Wikipedia

H-89

TRC

B682445

Selective inhibitor of Protein Kinase A (cyclic AMP-dependeant Protein Kinase) with an inhibitory constant of 0.0048 uM.

B682440

Selective inhibitor of Protein Kinase A (cyclic AMP-dependeant Protein Kinase) with an inhibitory constant of 0.0048 uM.

DrugBank

DB07995

Drug information: experimental

Molecule Details

References

PubChem Literature

From Data Sources

• 5267-5272 (1990)

• Chijiwa, T. et al.: J. Bio. Chem., 265 (9)

• 5267-5272 (1990)

References

Bioactivity

PubChem BioAssay

Bioactivity

Data Source

Academic Data

Commercial Catalog

Names and Identifiers

IUPAC name

N-(2-{[(2E)-3-(4-bromophenyl)prop-2-en-1-yl]amino}ethyl)isoquinoline-5-sulfonamide N-(2-{[3-(4-bromophenyl)prop-2-en-1-yl]amino}ethyl)isoquinoline-5-sulfonamide

Synonyms

IUPAC Traditional name

N-(2-{[(2E)-3-(4-bromophenyl)prop-2-en-1-yl]amino}ethyl)isoquinoline-5-sulfonamide N-(2-{[3-(4-bromophenyl)prop-2-en-1-yl]amino}ethyl)isoquinoline-5-sulfonamide

Registration numbers

CAS Number

127243-85-0130964-39-5

PubChem SID

PubChem CID

Wikipedia Title

Chemspider ID

Molecule Details