Compound Detail
CHEMBL218650
DELAMANID 💊 Approved Drug
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💊 Approved Drug
C[C@]1(COc2ccc(N3CCC(Oc4ccc(OC(F)(F)F)cc4)CC3)cc2)Cn2cc([N+](=O)[O-])nc2O1
Basic Information
| ChEMBL ID | CHEMBL218650 |
| Name | DELAMANID |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | XDAOLTSRNUSPPH-XMMPIXPASA-N |
| Therapeutic | ✓ Yes |
| Active Moiety | CHEMBL5202666 |
4
Targets
6
Activities
2
Assay Types
12
PK Parameters
20
Publications
5
Known Names
4
Indications
1
Mechanisms
Molecular Properties
534.5
MW (Da)
4.97
ALogP
9
HBA
0
HBD
101.1
PSA (Ų)
0.30
QED
1
Ro5 Violations
8
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 2014 |
| Availability | Unknown |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Mycobacterium tuberculosis H37Rv inhibitor | INHIBITOR | Mycobacterium tuberculosis H37Rv | ✓ | ✓ |
Indications
Tuberculosis Tuberculosis, Multidrug-Resistant Tuberculosis, Multidrug-Resistant Tuberculosis, Pulmonary
ATC Classification
J04AK06
delamanid
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIMYCOBACTERIALS
Activity Summary
IC50 5 meas. best 9.92
EC50 1 meas. best 7.06
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Leishmania donovani CHEMBL367 | IC50 | 9.92 | 9.37 | 0.1 | 2 |
| Leishmania donovani CHEMBL367 | EC50 | 7.06 | 7.06 | 87.0 | 1 |
| Trypanosoma cruzi CHEMBL368 | IC50 | 6.37 | 6.37 | 430.0 | 1 |
| Trypanosoma brucei CHEMBL612849 | IC50 | 5.77 | 5.77 | 1700.0 | 1 |
| Leishmania infantum CHEMBL612848 | IC50 | 5.15 | 5.15 | 7100.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| AUC | 4130.0 | ng.hr.mL-1 | Mus musculus |
| AUC | 4130.0 | ng.hr.mL-1 | Mus musculus |
| Cmax | 555.67 | nM | Mus musculus |
| Cmax | 555.67 | nM | Mus musculus |
| T1/2 | 7.6 | hr | Mus musculus |
| T1/2 | 7.6 | hr | Mus musculus |
| T1/2 | 1.4 | hr | Homo sapiens |
| T1/2 | 2.417 | hr | Rattus norvegicus |
| T1/2 | 2.417 | hr | Mus musculus |
| Tmax | 6.0 | hr | Mus musculus |
| Tmax | 4.0 | hr | Homo sapiens |
| Tmax | 6.0 | hr | Mus musculus |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Leishmania donovani | IC50 | = | 0.12 | nM | 9.92 | Antileishmanial activity against Leishmania donovani LdBOB derived from MHOM/SD/... | 34531949 |
| Leishmania donovani | IC50 | = | 1.5 | nM | 8.82 | Antileishmanial activity against wild type Leishmania donovani promastigotes inc... | 34531949 |
| Leishmania donovani | EC50 | = | 87.0 | nM | 7.06 | Antileishmanial activity against Leishmania donovani LV9 amastigotes infected in... | 28463485 |
| Trypanosoma cruzi | IC50 | = | 430.0 | nM | 6.37 | Antitrypanosomal activity against Trypanosoma cruzi infected in human MRC5 cells... | 26901446 |
| Trypanosoma brucei | IC50 | = | 1700.0 | nM | 5.77 | Antitrypanosomal activity against trypomastigote stage of Trypanosoma brucei inc... | 26901446 |
| Leishmania infantum | IC50 | = | 7100.0 | nM | 5.15 | Antileishmanial activity against amastigote stage of Leishmania infantum infecte... | 26901446 |
Literature References
Data from ChEMBL 36 via Core Engine