Details of the Drug

General Information of Drug (ID: DMV48S2)

Drug Name

PYROVALERONE

Synonyms

Centroton; Thymergix; PYROVALERONE HYDROCHLORIDE; Pyrovalerone HCl; Sp 1059; Pyrovalerone hydrochloride [USAN]; EINECS 214-556-9; F 1983; 1147-62-2; 4'-Methyl-2-(1-pyrrolidinyl)valerophenone hydrochloride; 1-(p-Methylphenyl)-2-pyrrolidyl-1-pentanone hydrochloride; DEA No. 1485; 1-p-Tolyl-1-oxo-2-pyrrolidino-n-pentane hydrochloride; Valerophenone, 4'-methyl-2-(1-pyrrolidinyl)-, hydrochloride; 1-Pentanone, 1-(4-methylphenyl)-2-(1-pyrrolidinyl)-, hydrochloride; Pyrovalerone hydrochloride (USAN); AC1L23PD; SCHEMBL121638

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]
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Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

245.36

Logarithm of the Partition Coefficient (xlogp)

3.8

Rotatable Bond Count (rotbonds)

5

Hydrogen Bond Donor Count (hbonddonor)

0

Hydrogen Bond Acceptor Count (hbondacc)

2

Chemical Identifiers

Formula: C16H23NO
IUPAC Name: 1-(4-methylphenyl)-2-pyrrolidin-1-ylpentan-1-one
Canonical SMILES: CCCC(C(=O)C1=CC=C(C=C1)C)N2CCCC2
InChI: InChI=1S/C16H23NO/c1-3-6-15(17-11-4-5-12-17)16(18)14-9-7-13(2)8-10-14/h7-10,15H,3-6,11-12H2,1-2H3
InChIKey: SWUVZKWCOBGPTH-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 14373
ChEBI ID: CHEBI:134998
CAS Number: 3563-49-3
TTD ID: D02ICX
VARIDT ID: DR00965

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Dopamine transporter (DAT)	TTVBI8W	SC6A3_HUMAN	Inhibitor	[1]
Norepinephrine transporter (NET)	TTAWNKZ	SC6A2_HUMAN	Inhibitor	[2]
Serotonin transporter (SERT)	TT3ROYC	SC6A4_HUMAN	Inhibitor	[2]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Apoptosis regulator BAX (BAX)	OTAW0V4V	BAX_HUMAN	Gene/Protein Processing	[3]
Apoptosis regulator Bcl-2 (BCL2)	OT9DVHC0	BCL2_HUMAN	Gene/Protein Processing	[3]
Beclin-1 (BECN1)	OT4X293M	BECN1_HUMAN	Gene/Protein Processing	[3]
Caspase-3 (CASP3)	OTIJRBE7	CASP3_HUMAN	Gene/Protein Processing	[3]
Caspase-9 (CASP9)	OTD4RFFG	CASP9_HUMAN	Gene/Protein Processing	[3]
Glutathione reductase, mitochondrial (GSR)	OTM2TUYM	GSHR_HUMAN	Gene/Protein Processing	[3]
Sequestosome-1 (SQSTM1)	OTGY5D5J	SQSTM_HUMAN	Gene/Protein Processing	[3]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease

Discovery agent

ICD Disease Classification

N.A.

Molecule Name	Molecule Type	Gene Name	p-value	Fold-Change	Z-score
Dopamine transporter (DAT)	DTT	SLC6A3	1.08E-03	-3.08	-1.99
Serotonin transporter (SERT)	DTT	SLC6A4	8.76E-01	7.18E-05	6.19E-04

Molecular Expression Atlas (MEA)

MEA Detail

Jump to Detail Molecular Expression Atlas of This Drug

References

1	A novel photoaffinity ligand for the dopamine transporter based on pyrovalerone. Bioorg Med Chem. 2009 Jun 1;17(11):3770-4.
2	1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) analogues: a promising class of monoamine uptake inhibitors. J Med Chem. 2006 Feb 23;49(4):1420-32.
3	-Pyrrolidinononanophenone provokes apoptosis of neuronal cells through alterations in antioxidant properties. Toxicology. 2017 Jul 1;386:93-102. doi: 10.1016/j.tox.2017.05.017. Epub 2017 May 31.