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phendimetrazine   Click here for help

GtoPdb Ligand ID: 14332

Synonyms: Bontril® | mephenmetrazine
Approved drug
phendimetrazine is an approved drug
Compound class: Synthetic organic
Comment: Phendimetrazine is an amphetamine-like prodrug that produces stimulatory effects in the CNS and has secondary appetite suppressant (anorexigenic) activity. The active agent is phenmetrazine.
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Click here for structure editor
Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 12.47
Molecular weight 191.27
XLogP 1.32
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES C[C@H]1[C@H](C2=CC=CC=C2)OCCN1C
Isomeric SMILES C[C@@H]1N(CCO[C@H]1C2=CC=CC=C2)C
InChI InChI=1S/C12H17NO/c1-10-12(14-9-8-13(10)2)11-6-4-3-5-7-11/h3-7,10,12H,8-9H2,1-2H3/t10-,12+/m0/s1
InChI Key MFOCDFTXLCYLKU-CMPLNLGQSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes. US FDA (1975)
IUPAC Name Click here for help
(2S,3S)-3,4-dimethyl-2-phenylmorpholine
Synonyms Click here for help
Bontril® | mephenmetrazine
Database Links Click here for help
CAS Registry No. 634-03-7 (source: PubChem)
ChEBI CHEBI:8059
ChEMBL Ligand CHEMBL1615439
DrugBank Ligand DB01579
GtoPdb PubChem SID 523352124
PubChem CID 30487
Search Google for chemical match using the InChIKey MFOCDFTXLCYLKU-CMPLNLGQSA-N
Search Google for chemicals with the same backbone MFOCDFTXLCYLKU
UniChem Compound Search for chemical match using the InChIKey MFOCDFTXLCYLKU-CMPLNLGQSA-N
UniChem Connectivity Search for chemical match using the InChIKey MFOCDFTXLCYLKU-CMPLNLGQSA-N