TRANYLCYPROMINE SULFATE

ID: ALA3989698

Cas Number: 13492-01-8

PubChem CID: 91885457

Max Phase: Approved

First Approval: 1961

Molecular Formula: C18H24N2O4S

Molecular Weight: 266.39

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Tranylcypromine sulfate | Tranylcypromine sulphate | NSC-757342 | Tranylcypromine sulfate|Tranylcypromine sulphate|13492-01-8|NSC-757342|CHEMBL3989698|DTXSID90928820|Sulfuric acid--2-phenylcyclopropan-1-amine (1/2)

Trade Names(3): Parnate | Parstelin | Tranylcypromine sulfate

Canonical SMILES:  N[C@@H]1C[C@H]1c1ccccc1.N[C@H]1C[C@@H]1c1ccccc1.O=S(=O)(O)O

Standard InChI:  InChI=1S/2C9H11N.H2O4S/c2*10-9-6-8(9)7-4-2-1-3-5-7;1-5(2,3)4/h2*1-5,8-9H,6,10H2;(H2,1,2,3,4)/t2*8-,9+;/m10./s1

Standard InChI Key:  BKPRVQDIOGQWTG-ICOOEGOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    3.2126   -3.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6398   -2.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0383   -3.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5788   -3.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7585   -3.4386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8777   -3.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5595   -4.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538   -4.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1479   -3.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1479   -4.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2563   -1.1572    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6596   -0.4369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8386   -0.4369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5505   -1.5605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9621   -1.5605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5832   -0.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0104    0.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4090   -0.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9494   -0.8018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1291   -0.8162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2483   -0.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9302   -1.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2244   -2.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5185   -0.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5185   -1.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  1  4  1  1
  3  5  1  6
  6  4  2  0
  7  4  1  0
  8  7  2  0
  9  6  1  0
 10  9  2  0
  3  2  1  0
  8 10  1  0
 12 11  2  0
 13 11  2  0
 14 11  1  0
 15 11  1  0
 17 16  1  0
 18 16  1  0
 16 19  1  6
 18 20  1  1
 21 19  2  0
 22 19  1  0
 23 22  2  0
 24 21  1  0
 25 24  2  0
 18 17  1  0
 23 25  1  0
M  END

Molecule Features

Natural Product: No

Oral: Yes

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: Yes

Chirality: No

Availability: Yes

Prodrug: No

Calculated Properties

Molecular Weight: 266.39

Molecular Weight (Monoisotopic): 266.1783

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References

1. Unpublished dataset, 

2. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

3. De Bruyn T, van Westen GJ, Ijzerman AP, Stieger B, de Witte P, Augustijns PF, Annaert PP..  (2013)  Structure-based identification of OATP1B1/3 inhibitors.,  83  (6): [PMID:23571415] [10.1124/mol.112.084152]

4. British National Formulary (72nd edition), 

5. Unpublished dataset, 

Source

Source(5):

• Scientific Literature
• Clinical Candidates
• FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book)
• USP Dictionary of USAN and International Drug Names
• British National Formulary