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Compound Detail

CHEMBL1237124

MECLOCYCLINE
🧪 Phase II
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🧪 Phase II
C=C1c2c(Cl)ccc(O)c2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@H]12

Basic Information

ChEMBL ID CHEMBL1237124
Name MECLOCYCLINE
Phase Phase II
Structure Type MOL
InChI Key GGQJXCQBBONZFX-IWVLMIASSA-N

Known Names

GS-2989 Meclociclina Meclocycline NSC-78502
2
Targets
4
Activities
2
Assay Types
0
PK Parameters
20
Publications
4
Known Names
1
Indications

Molecular Properties

476.9
MW (Da)
0.22
ALogP
9
HBA
6
HBD
181.6
PSA (Ų)
0.32
QED
1
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -cycline
USAN Year 1963

Extended Properties

Molecular Formula C22H21ClN2O8
MW 476.87
Aromatic Rings 1
Heavy Atoms 33
NP-Likeness 1.31

Indications

Acne Vulgaris

ATC Classification

D10AF04
meclocycline
Level 1: DERMATOLOGICALS
Level 2: ANTI-ACNE PREPARATIONS

Activity Summary

IC50 2 meas. best 4.21
Kd 2 meas. best 5.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
microRNA 21
CHEMBL1615322
Kd 5.68 5.68 2100.0 1
Unchecked
CHEMBL612545
Kd 5.24 5.24 5800.0 1
microRNA 21
CHEMBL1615322
IC50 4.21 4.21 62000.0 1
Unchecked
CHEMBL612545
IC50 4.1 4.1 80000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
16472241 10.2174/1570163043334794 Hepatotoxicity 18
31098005 10.1021/acsmedchemlett.9b00091 microRNA 21 5
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
31098005 10.1021/acsmedchemlett.9b00091 Unchecked 2
37468498 10.1038/s41467-023-40064-9 Sodium-dependent dopamine transporter 1
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 1
37468498 10.1038/s41467-023-40064-9 Acetylcholinesterase 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent noradrenaline transporter 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent serotonin transporter 1
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 1
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 1
37468498 10.1038/s41467-023-40064-9 Amine oxidase [flavin-containing] A 1
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 1
37468498 10.1038/s41467-023-40064-9 Vascular endothelial growth factor receptor 2 1
37468498 10.1038/s41467-023-40064-9 Voltage-gated inwardly rectifying potassium channel KCNH2 1
37468498 10.1038/s41467-023-40064-9 D(3) dopamine receptor 1

Data from ChEMBL 36 via Core Engine