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Compound Detail

CHEMBL13828

OXATOMIDE
🧪 Phase II
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🧪 Phase II
O=c1[nH]c2ccccc2n1CCCN1CCN(C(c2ccccc2)c2ccccc2)CC1

Basic Information

ChEMBL ID CHEMBL13828
Name OXATOMIDE
Phase Phase II
Structure Type MOL
InChI Key BAINIUMDFURPJM-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Celtect Cobiona Dasten NSC-309710 Oxatomida Oxatomide R 35,443 R-35443 Tinset
8
Targets
19
Activities
4
Assay Types
0
PK Parameters
20
Publications
9
Known Names
2
Indications
1
Mechanisms

Molecular Properties

426.6
MW (Da)
4.13
ALogP
4
HBA
1
HBD
44.3
PSA (Ų)
0.48
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Year 1977

Extended Properties

Molecular Formula C27H30N4O
MW 426.56
Aromatic Rings 4
Heavy Atoms 32
NP-Likeness -1.22

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Histamine H1 receptor antagonist ANTAGONIST Histamine H1 receptor

Indications

Hypersensitivity Muscular Dystrophy, Duchenne

ATC Classification

R06AE06
oxatomide
Level 1: RESPIRATORY SYSTEM
Level 2: ANTIHISTAMINES FOR SYSTEMIC USE

Activity Summary

IC50 11 meas. best 8.05
EC50 6 meas. best 6.4
Kd 1 meas. best 7.34
Ki 1 meas. best 7.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H1 receptor
CHEMBL3943
IC50 8.05 8.05 9.0 1
Cavia porcellus
CHEMBL369
Kd 7.34 7.34 45.7 1
D(3) dopamine receptor
CHEMBL234
Ki 7.2 7.2 62.7 1
Nuclear receptor subfamily 1 group I member 2
CHEMBL3401
EC50 6.4 5.466 400.0 5
P2X purinoceptor 7
CHEMBL4805
IC50 6.08 6.08 830.0 1
Plasmodium falciparum
CHEMBL364
IC50 5.4 5.0286 3981.1 7
Unchecked
CHEMBL612545
IC50 4.77 4.77 17139.0 1
Cavia porcellus
CHEMBL369
IC50 4.7 4.7 20100.0 1
Nuclear receptor subfamily 1 group I member 2
CHEMBL2146315
EC50 4.6 4.6 25100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H1 receptor IC50 = 9.0 nM 8.05 Inhibitory activity against Tritiated [3H]- mepyramine binding to Histamine H1 r... 2562852
Cavia porcellus Kd = 45.71 nM 7.34 Evaluated for antihistamine action using guinea pig ilea 9990449
D(3) dopamine receptor Ki = 62.7 nM 7.2 Ability to compete with [3H]YM-09151-2 binding to the human dopamine receptor D3... 14521403
Nuclear receptor subfamily 1 group I member 2 EC50 = 400.0 nM 6.4 Activation of PXR in human cryopreserved hepatocytes assessed as induction of CY... 20966043
P2X purinoceptor 7 IC50 = 830.0 nM 6.08 Antagonist activity at P2X7 receptor in human RPMI-8226 cells assessed as inhibi... 36283612
Nuclear receptor subfamily 1 group I member 2 EC50 = 3500.0 nM 5.46 Activation of human PXR expressed in human HepG2 (DPX-2) cells assessed as induc... 20966043
Plasmodium falciparum IC50 = 3981.07 nM 5.4 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Nuclear receptor subfamily 1 group I member 2 EC50 = 6000.0 nM 5.22 Affinity On-target Cellular interaction: (Reporter gene assay (HEK293T cells)) E... -
Nuclear receptor subfamily 1 group I member 2 EC50 = 7100.0 nM 5.15 Activation of human PXR expressed in human HepG2 (DPX-2) cells after 24 hrs by l... 20966043
Nuclear receptor subfamily 1 group I member 2 EC50 = 7900.0 nM 5.1 Competitive binding affinity to human PXR LBD (111 to 434) by TR-FRET assay 20966043
Plasmodium falciparum IC50 = 7943.28 nM 5.1 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Unchecked IC50 = 17139.0 nM 4.77 PUBCHEM_BIOASSAY: High Throughput Screen to Identify Inhibitors of Mycobacterium... -
Cavia porcellus IC50 = 20100.0 nM 4.7 Compound was tested in vivo for the inhibition of serotonin release in rat perit... 2872333
Nuclear receptor subfamily 1 group I member 2 EC50 = 25100.0 nM 4.6 Activation of rat PXR expressed in human HepG2 cells after 24 hrs by luciferase ... 20966043

Literature References

PubMed DOI Target Context # Activities
2872333 10.1021/jm00156a034 Cavia porcellus 12
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
20966043 10.1124/dmd.110.035105 Nuclear receptor subfamily 1 group I member 2 9
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
2872333 10.1021/jm00156a034 Rattus norvegicus 8
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
3934386 10.1021/jm00150a029 Rattus norvegicus 4
- 10.6019/CHEMBL4651402 SARS-CoV-2 4
- 10.6019/CHEMBL5724696 TERT-RPE1 4
3934386 10.1021/jm00150a029 Cavia porcellus 3
2562852 10.1021/jm00121a022 Cavia porcellus 3
37468498 10.1038/s41467-023-40064-9 Histamine H1 receptor 3
2879915 10.1021/jm00384a002 Rattus norvegicus 2
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 2
2562852 10.1021/jm00121a022 Rattus norvegicus 2
- 10.6019/CHEMBL4651402 Vero C1008 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
4068010 10.1021/jm00150a028 Cavia porcellus 2

Data from ChEMBL 36 via Core Engine