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Compound Detail

CHEMBL571209

INDOXIMOD
🧪 Phase II
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🧪 Phase II
Cn1cc(C[C@@H](N)C(=O)O)c2ccccc21

Basic Information

ChEMBL ID CHEMBL571209
Name INDOXIMOD
Phase Phase II
Structure Type MOL
InChI Key ZADWXFSZEAPBJS-SNVBAGLBSA-N

Known Names

1-methyltryptophan, d- D-1-methyltryptophan D-1MT Indoximod N-1-methyl-d-tryptophan NLG-8189 NSC-721782
1
Targets
15
Activities
3
Assay Types
30
PK Parameters
20
Publications
7
Known Names
14
Indications
1
Mechanisms

Molecular Properties

218.3
MW (Da)
1.13
ALogP
3
HBA
2
HBD
68.2
PSA (Ų)
0.81
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -imod
USAN Year 2013

Extended Properties

Molecular Formula C12H14N2O2
MW 218.26
Aromatic Rings 2
Heavy Atoms 16
NP-Likeness 0.05

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
mTORC1 activator ACTIVATOR mTORC1

Indications

Breast Neoplasms Melanoma Melanoma Prostatic Neoplasms Brain Neoplasms Carcinoma, Non-Small-Cell Lung Ependymoma Glioblastoma Gliosarcoma Leukemia, Myeloid, Acute Medulloblastoma Neoplasms Pancreatic Neoplasms Paraganglioma

Activity Summary

IC50 8 meas. best 4.02
Ki 6 meas. best 4.72
EC50 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
Ki 4.72 4.51 19000.0 5
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
IC50 4.02 4.02 95600.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 37104.2 ng.hr.mL-1 Mus musculus
AUC 24881.64 ng.hr.mL-1 Homo sapiens
AUC 18115.58 ng.hr.mL-1 Homo sapiens
AUC 37104.2 ng.hr.mL-1 Homo sapiens
AUC 288757.98 ng.hr.mL-1 Rattus norvegicus
AUC 52382.4 ng.hr.mL-1 Mus musculus
AUC 110876.08 ng.hr.mL-1 Rattus norvegicus
AUC 85121.4 ng.hr.mL-1 Rattus norvegicus
AUC 235720.8 ng.hr.mL-1 Rattus norvegicus
AUC 626624.46 ng.hr.mL-1 Rattus norvegicus
AUC 8403.01 ng.hr.mL-1 Macaca fascicularis
AUC 16347.67 ng.hr.mL-1 Macaca fascicularis
AUC 36012.9 ng.hr.mL-1 Macaca fascicularis
AUC 7944.66 ng.hr.mL-1 Mus musculus
AUC 16958.8 ng.hr.mL-1 Mus musculus
AUC 33524.74 ng.hr.mL-1 Mus musculus
AUC 7944.66 ng.hr.mL-1 Mus musculus
AUC 15409.16 ng.hr.mL-1 Macaca fascicularis
AUC 38632.02 ng.hr.mL-1 Macaca fascicularis
AUC 48671.98 ng.hr.mL-1 Macaca fascicularis
AUC 87958.78 ng.hr.mL-1 Macaca fascicularis
AUC 111094.34 ng.hr.mL-1 Macaca fascicularis
AUC 114586.5 ng.hr.mL-1 Macaca fascicularis
AUC 39505.06 ng.hr.mL-1 Macaca fascicularis
AUC 1407777.0 ng.hr.mL-1 Macaca fascicularis
AUC 975622.2 ng.hr.mL-1 Macaca fascicularis
AUC 69843.2 ng.hr.mL-1 Macaca fascicularis
CL 10.2 mL.min-1.kg-1 Macaca fascicularis
Cmax 50000.0 nM Mus musculus
Cmax 13700.0 nM Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
32422549 10.1016/j.ejmech.2020.112373 ADMET 123
27475108 10.1016/j.ejmech.2016.07.013 Indoleamine 2,3-dioxygenase 2 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
28526475 10.1016/j.bmc.2017.05.017 Indoleamine 2,3-dioxygenase 1 3
29220788 10.1016/j.ejmech.2017.11.088 Indoleamine 2,3-dioxygenase 1 3
31954880 10.1016/j.ejmech.2020.112041 Unchecked 3
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
32422549 10.1016/j.ejmech.2020.112373 No relevant target 2
33215494 10.1021/acs.jmedchem.0c00925 Indoleamine 2,3-dioxygenase 1 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37866714 10.1016/j.bmcl.2023.129532 Indoleamine 2,3-dioxygenase 1 1
20055453 10.1021/jm9014718 Indoleamine 2,3-dioxygenase 1 1
34752953 10.1016/j.ejmech.2021.113967 Indoleamine 2,3-dioxygenase 1 1
35952399 10.1016/j.ejmech.2022.114625 Indoleamine 2,3-dioxygenase 1 1
32422549 10.1016/j.ejmech.2020.112373 Unchecked 1
31954880 10.1016/j.ejmech.2020.112041 PC-3 1
31954880 10.1016/j.ejmech.2020.112041 A549 1
31954880 10.1016/j.ejmech.2020.112041 HeLa 1
31954880 10.1016/j.ejmech.2020.112041 HUVEC 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine