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Compound Detail

CHEMBL1186894

AMRUBICIN
🧪 Phase III
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🧪 Phase III
CC(=O)[C@]1(N)Cc2c(O)c3c(c(O)c2[C@@H](O[C@H]2C[C@H](O)[C@H](O)CO2)C1)C(=O)c1ccccc1C3=O

Basic Information

ChEMBL ID CHEMBL1186894
Name AMRUBICIN
Phase Phase III
Structure Type MOL
InChI Key VJZITPJGSQKZMX-XDPRQOKASA-N

Known Names

Amrubicin Amrubicina Amrubicine
1
Targets
2
Activities
1
Assay Types
0
PK Parameters
20
Publications
3
Known Names
9
Indications
1
Mechanisms

Molecular Properties

483.5
MW (Da)
0.63
ALogP
10
HBA
5
HBD
176.6
PSA (Ų)
0.33
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -rubicin
USAN Year 2007

Extended Properties

Molecular Formula C25H25NO9
MW 483.47
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness 1.51

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
DNA topoisomerase II alpha inhibitor INHIBITOR DNA topoisomerase 2-alpha

Indications

Lung Neoplasms Neoplasms Small Cell Lung Carcinoma Breast Neoplasms Sarcoma Thymoma Thymoma Urinary Bladder Neoplasms Multiple Myeloma

ATC Classification

L01DB10
amrubicin
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: ANTINEOPLASTIC AGENTS

Activity Summary

IC50 2 meas. best 6.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
SARS-CoV-2
CHEMBL4303835
IC50 6.48 6.48 330.0 2

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
39088428 10.1021/acs.jmedchem.4c00614 ADMET 2
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/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495565 ADMET 2
- 10.6019/CHEMBL4495565 Vero C1008 2
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent dopamine transporter 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
39088428 10.1021/acs.jmedchem.4c00614 K562 1
37468498 10.1038/s41467-023-40064-9 Vascular endothelial growth factor receptor 2 1
37468498 10.1038/s41467-023-40064-9 cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A 1

Data from ChEMBL 36 via Core Engine