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Compound Detail

CHEMBL447

SECOBARBITAL
💊 Approved Drug
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💊 Approved Drug
C=CCC1(C(C)CCC)C(=O)NC(=O)NC1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL447
Name SECOBARBITAL
Phase Approved
Structure Type MOL
InChI Key KQPKPCNLIDLUMF-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

(rs)-secobarbital Evronal Hypotrol Immenox Meballymal Quinalbarbital Secobarbital Secobarbital cii Secobarbital sodium free acid Secobarbitone Seconal Somatarax
1
Targets
1
Activities
1
Assay Types
0
PK Parameters
16
Publications
12
Known Names

Molecular Properties

238.3
MW (Da)
1.35
ALogP
3
HBA
2
HBD
75.3
PSA (Ų)
0.56
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1950
Availability Withdrawn
Chirality Racemic

Routes of Administration

Oral Parenteral Topical

Flags

Withdrawn Natural Product
USAN Stem -barb-

Extended Properties

Molecular Formula C12H18N2O3
MW 238.29
Aromatic Rings 0
Heavy Atoms 17
NP-Likeness 0.55

ATC Classification

N05CA06
secobarbital
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOLEPTICS

Activity Summary

IC50 1 meas. best 5.58

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Matrix metalloproteinase-9
CHEMBL321
 IC50 5.58 5.58 2643.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Matrix metalloproteinase-9 IC50 = 2643.0 nM 5.58 DRUGMATRIX: Protease, Matrix Metalloprotease-9 (MMP-9) enzyme inhibition (substr... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 408
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
6864729 10.1021/jm00361a014 No relevant target 2
18396854 10.1021/jm701587d No relevant target 2
533876 10.1021/jm00197a005 No relevant target 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
2579237 10.1021/jm00381a019 Sodium channel alpha subunits; brain (Types I, II, III) 1
6864729 10.1021/jm00361a014 Oryctolagus cuniculus 1
6864729 10.1021/jm00361a014 NON-PROTEIN TARGET 1
6864729 10.1021/jm00361a014 Rattus norvegicus 1
15857133 10.1021/jm048980b No relevant target 1
20020916 10.1080/15376510701857262 Phospholipidosis 1
16248836 10.2174/138920005774330639 Cytochrome P450 2B1 1
533876 10.1021/jm00197a005 Oryctolagus cuniculus 1
533876 10.1021/jm00197a005 Unchecked 1

Data from ChEMBL 36 via Core Engine