CAS 155-09-9|CAS 3721-28-6|(1R,2S)-2-phenylcyclopropan-1-amine|Trans-2-Phenylcyclopropylamine|tranylcypromine|Transamine|Tranylcypromine|Parnate|(+)-Tranylcypromine|(1R,2S)-tranylcypromine|d-Tranylc...

General Information

Structure

Molecular Formula

C₉H₁₁N

Molecular Mass

133.19034

Exact Mass

133.08914936

Charge

InChI

InChI=1S/C9H11N/c10-9-6-8(9)7-4-2-1-3-5-7/h1-5,8-9H,6,10H2/t8-,9+/m0/s1

InChIKey

AELCINSCMGFISI-DTWKUNHWSA-N

Canonic Smiles

N[C@@H]1C[C@H]1c1ccccc1

Isomeric Smiles

N[C@@H]1C[C@H]1c1ccccc1

Calculated Properties

JChem

LogD (pH = 7.4)

-0.69

LogD (pH = 5.5)

-1.65

Log P

1.34

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

9.47

Polar Surface Area

26.02

Polarizability

15.52

Molar Refractivity

41.70

LOG S

-1.54

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

(1R,2S)-2-phenylcyclopropan-1-amine

Synonyms

Trans-2-PhenylcyclopropylamineTransamineTranylcypromine(+)-Tranylcypromine(1R,2S)-tranylcypromined-Tranylcyprominetrans-2-phenylcyclopropan-1-amine(1R,2S)-trans-tranylcypromine(1R,2S)-2-phenyl-1-cyclopropanamine(+)-(R)-Tranylcyprominetrans-2-Phenylcyclopropylamine

IUPAC Traditional name

tranylcypromine

Brand Name

Parnate

Names and Identifiers

Registration numbers

PubChem CID

CAS Number

ATC CODE

Medline Plus

Unique Ingredient Identifier

Wikipedia Title

Chemspider ID

CHEMBL

DrugBank ID

PubChem SID

4650649416096584232974086785735269

ACToR Database

155-09-995-62-53721-26-4

BRENDA Ligand Database

4595117612155988

BRENDA Database

1.4.3.45.3.99.41.14.13.2381.14.99.66

MetaCyc Database

CPD-17678

PubMed Citation Links

2788265629542357

Reaxys Registry

2206146

BKMS React Database

1761215598845951

CHEBI ID

CHEBI:131510CHEBI:94631

SureChEMBL Database

CompTox Database

Protein Data Bank

LINCS Database

BindingDB Database

Registration numbers

Properties

Pharmacology Properties

Properties

Related Proteins

PDB Bank

3MDR

Related Proteins

Molecular Spectra

No Data Available

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Molecule Details

DrugBank

DB02665

Drug Groups

experimental

Description

A propylamine formed from the cyclization of the side chain of amphetamine. This monoamine oxidase inhibitor is effective in the treatment of major depression, dysthymic disorder, and atypical depression. It also is useful in panic and phobic disorders. (From AMA Drug Evaluations Annual, 1994, p311)

A 2-phenylcyclopropan-1-amine that is the (1R,2S)-enantiomer of tranylcypromine.

Molecule Details

References

PubChem Literature

No Data Available

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References

Bioactivity