General Information of the Compound
Compound ID
CP0030579
Compound Name
(1R,2S)-(-)-2-phenylcyclopropylamine
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Synonyms
(+)-(R)-Tranylcypromine
(+)-Tranylcypromine
(+)-trans-2-Phenylcyclopropylamine
(-)-Tranylcypromine
(1R)-2-phenylcyclopropan-1-amine
(1R,2R)-2-phenylcyclopropan-1-amine
(1R,2S)-2-phenylcyclopropan-1-amine
(1R,2S)-2-phenylcyclopropanamine
(1S)-2-phenylcyclopropan-1-amine
(1S,2R)-2-phenylcyclopropan-1-amine
(1S,2S)-2-phenylcyclopropan-1-amine
(2S)-2-phenylcyclopropan-1-amine
2-Phenylcyclopropanamine
2-phenylcyclopropan-1-amine
Allphar Brand of Tranylcypromine Sulfate
Cyclopropanamine, 2-phenyl-, (1R-trans)-(9CI)
D-Tranylcypromine
Dl-Tranylcypromine
Esparma Brand of Tranylcypromine Sulfate
GJZ
GlaxoSmithKline Brand of Tranylcypromine Sulfate
Goldshield Brand of Tranylcypromine Sulfate
Jatrosom
Jatrosom (TN)
L-Tranylcypromine
Link Brand of Tranylcypromine Sulfate
Parmodalin (TN)
Parnate
Parnate (TN)
Parnitene
Parstelin (TN)
Racemic Tranylcypromine
SKF 385
SKF Trans-385
Sicoton (TN)
SmithKline Brand of Tranylcypromine Sulfate
Sulfate, Tranylcypromine
Tranilcipromina
Tranilcipromina [INN-Spanish]
Trans 2 Phenylcyclopropylamine
Trans-(-)-2-Phenylcyclopropanamine
Trans-2-Phenylcyclopropylamine
Trans-DL-2-Phenylcyclopropylamine
Transamine
Transamine (TN)
Transapin (TN)
Tranylcypromine
Tranylcypromine (INN)
Tranylcypromine [INN:BAN]
Tranylcyprominum
Tranylcyprominum [INN-Latin]
Tylciprine (TN)
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Structure
Formula
C9H11N
Molecular Weight
133.194
Canonical SMILES
N[C@@H]1C[C@H]1c1ccccc1
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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
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InChIKey
AELCINSCMGFISI-DTWKUNHWSA-N
CAS
3721-26-4
3721-28-6
95-62-5
Physicochemical Property
logP
1.5012
Rotatable Bonds
1
Heavy Atom Count
10
Polar Areas
26.02
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Complexity
10

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 19493
SID: 16214023
ChEMBL ID
CHEMBL1179
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT04763, Trace amine-associated receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
EC50 = 1510 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Tranylcypromine )
Drug Name Tranylcypromine
Company GlaxoSmithKline plc
Indication
Major depressive disorder
Approved
Prostate cancer
Patented
Target(s)
Monoamine oxidase type A (MAO-A)
Inhibitor
Monoamine oxidase type B (MAO-B)
Inhibitor