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Compound Detail

CHEMBL3989951

NAVOXIMOD
🧪 Phase II
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🧪 Phase II
O[C@H](C[C@H]1c2c(F)cccc2-c2cncn21)[C@H]1CC[C@H](O)CC1

Basic Information

ChEMBL ID CHEMBL3989951
Name NAVOXIMOD
Phase Phase II
Structure Type MOL
InChI Key YGACXVRLDHEXKY-WXRXAMBDSA-N

Known Names

GDC-0919 IDO-IN-7 Navoximod NLG-919 NLG919 RG-6078 RG6078 RO-7077339 RO7077339 RO7077339-001
5
Targets
31
Activities
3
Assay Types
30
PK Parameters
20
Publications
10
Known Names
1
Indications

Molecular Properties

316.4
MW (Da)
2.89
ALogP
4
HBA
2
HBD
58.3
PSA (Ų)
0.92
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer
USAN Stem -imod
USAN Year 2017

Extended Properties

Molecular Formula C18H21FN2O2
MW 316.38
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness 0.05

Indications

Neoplasms

Activity Summary

IC50 21 meas. best 7.89
EC50 7 meas. best 7.12
Ki 3 meas. best 8.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
Ki 8.24 7.8367 5.8 3
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
IC50 7.89 7.1842 13.0 12
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
EC50 7.12 7.08 75.0 3
Tryptophan 2,3-dioxygenase
CHEMBL2140
IC50 6.85 6.44 140.0 5
Tryptophan 2,3-dioxygenase
CHEMBL2140
EC50 5.82 5.68 1510.0 3
Cytochrome P450 3A4
CHEMBL340
IC50 5.55 5.2033 2800.0 3
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
EC50 4.15 4.15 71000.0 1
Cytochrome P450 2D6
CHEMBL289
IC50 4.07 4.07 86000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 3930.0 ng.hr.mL-1 Rattus norvegicus
AUC 13400.0 ng.hr.mL-1 Rattus norvegicus
AUC 34950.0 ng.hr.mL-1 Rattus norvegicus
AUC 1630.0 ng.hr.mL-1 Rattus norvegicus
AUC 7975.0 ng.hr.mL-1 Rattus norvegicus
AUC 15400.0 ng.hr.mL-1 Rattus norvegicus
AUC 6132.0 ng.hr.mL-1 Mus musculus
AUC 34633.0 ng.hr.mL-1 Mus musculus
AUC 3777.0 ng.hr.mL-1 Mus musculus
AUC 60195.0 ng.hr.mL-1 Mus musculus
AUC 282.0 ng.hr.mL-1 Canis lupus familiaris
AUC 901.0 ng.hr.mL-1 Canis lupus familiaris
AUC 3127.0 ng.hr.mL-1 Canis lupus familiaris
AUC 10050.0 ng.hr.mL-1 Canis lupus familiaris
AUC 207.0 ng.hr.mL-1 Canis lupus familiaris
AUC 1045.0 ng.hr.mL-1 Canis lupus familiaris
AUC 8645.0 ng.hr.mL-1 Canis lupus familiaris
AUC 57750.0 ng.hr.mL-1 Canis lupus familiaris
AUC 22500.0 ng.hr.mL-1 Rattus norvegicus
AUC 22550.0 ng.hr.mL-1 Canis lupus familiaris
CL 8.52 mL.min-1.kg-1 Homo sapiens
CL 44.6 mL.min-1.kg-1 Rattus norvegicus
CL 32.0 mL.min-1.kg-1 Rattus norvegicus
CL 23.2 mL.min-1.kg-1 Rattus norvegicus
CL 27.5 mL.min-1.kg-1 Mus musculus
CL 25.0 mL.min-1.kg-1 Mus musculus
CL 59.3 mL.min-1.kg-1 Canis lupus familiaris
CL 56.1 mL.min-1.kg-1 Canis lupus familiaris
CL 53.7 mL.min-1.kg-1 Canis lupus familiaris
CL 41.4 mL.min-1.kg-1 Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Indoleamine 2,3-dioxygenase 1 Ki = 5.8 nM 8.24 Inhibition of purified human IDO1 using varying levels of L-tryptophan as substr... 31264862
Indoleamine 2,3-dioxygenase 1 IC50 = 13.0 nM 7.89 Inhibition of human IDO1 assessed as reduction in kynurenine production 29220788
Indoleamine 2,3-dioxygenase 1 IC50 = 14.0 nM 7.85 Inhibition of recombinant human His-tagged IDO1 (Ala2 to Gly403 residues) expres... 34292726
Indoleamine 2,3-dioxygenase 1 Ki = 19.0 nM 7.72 Binding affinity to human IDO1 assessed as inhibition constant 34110158
Indoleamine 2,3-dioxygenase 1 Ki = 28.0 nM 7.55 Inhibition of IDO1 (unknown origin) 35696861
Indoleamine 2,3-dioxygenase 1 IC50 = 28.0 nM 7.55 Inhibition of IDO1 (unknown origin) 34752953
Indoleamine 2,3-dioxygenase 1 IC50 = 28.0 nM 7.55 Inhibition of purified human IDO1 using L-tryptophan as substrate preincubated f... 31264862
Indoleamine 2,3-dioxygenase 1 IC50 = 28.0 nM 7.55 Inhibition of human IDO1 35952399
Indoleamine 2,3-dioxygenase 1 EC50 = 75.0 nM 7.12 Inhibition of recombinant human IDO1 expressed in T-REx-293 cells assessed as re... 31264862
Indoleamine 2,3-dioxygenase 1 IC50 = 75.0 nM 7.12 Inhibition of recombinant human IDO1 assessed as reduction in kynurenine formati... 31881488
Indoleamine 2,3-dioxygenase 1 IC50 = 75.0 nM 7.12 Inhibition of human IDO1 expressed in T-REx-293 cells 29220788
Indoleamine 2,3-dioxygenase 1 EC50 = 75.0 nM 7.12 Inhibition of IDO1 (unknown origin) by cell based assay 32055299
Indoleamine 2,3-dioxygenase 1 IC50 = 79.0 nM 7.1 Inhibition of human IDO1 expressed in Escherichia coli Rosetta measured after 1 ... 31223453
Indoleamine 2,3-dioxygenase 1 IC50 = 81.0 nM 7.09 Inhibition of human IDO1 (12 to 403 aa) expressed in Escherichia coli Transetta ... 34110158
Indoleamine 2,3-dioxygenase 1 EC50 = 100.0 nM 7.0 Inhibition of IDO1 in IFN-gamma induced overexpressing human HeLa cells 34110158
Tryptophan 2,3-dioxygenase IC50 = 140.0 nM 6.85 Inhibition of TDO (unknown origin) 29220788
Tryptophan 2,3-dioxygenase IC50 = 150.0 nM 6.82 Inhibition of human TDO (19 to 388 aa) expressed in Escherichia coli Transetta (... 34110158
Indoleamine 2,3-dioxygenase 1 IC50 = 210.0 nM 6.68 Inhibition of recombinant human His-tagged IDO1 (Ala2 to Gly403 residues) expres... 34292726
Tryptophan 2,3-dioxygenase IC50 = 247.0 nM 6.61 Inhibition of human TDO expressed in Escherichia coli Rosetta measured after 1 h... 31223453
Indoleamine 2,3-dioxygenase 1 IC50 = 434.0 nM 6.36 Inhibition of IDO in human HeLa cells using tryptophan as substrate measured aft... 31223453

Literature References

PubMed DOI Target Context # Activities
31264862 10.1021/acs.jmedchem.9b00662 ADMET 75
31264862 10.1021/acs.jmedchem.9b00662 Indoleamine 2,3-dioxygenase 1 4
31264862 10.1021/acs.jmedchem.9b00662 Panc02 3
34110158 10.1021/acs.jmedchem.1c00303 Indoleamine 2,3-dioxygenase 1 3
34110158 10.1021/acs.jmedchem.1c00303 Tryptophan 2,3-dioxygenase 3
31264862 10.1021/acs.jmedchem.9b00662 No relevant target 3
31264862 10.1021/acs.jmedchem.9b00662 Mus musculus 2
29220788 10.1016/j.ejmech.2017.11.088 Tryptophan 2,3-dioxygenase 2
34292726 10.1021/acs.jmedchem.1c00679 Indoleamine 2,3-dioxygenase 1 2
31264862 10.1021/acs.jmedchem.9b00662 Cytochrome P450 3A4 2
34292726 10.1021/acs.jmedchem.1c00679 ADMET 2
31223453 10.1021/acsmedchemlett.9b00114 Indoleamine 2,3-dioxygenase 1 2
29220788 10.1016/j.ejmech.2017.11.088 Indoleamine 2,3-dioxygenase 1 2
31223453 10.1021/acsmedchemlett.9b00114 Cytochrome P450 3A4 1
31264862 10.1021/acs.jmedchem.9b00662 Cytochrome P450 2D6 1
31264862 10.1021/acs.jmedchem.9b00662 Cytochrome P450 1A2 1
32055299 10.1039/C9MD00208A Unchecked 1
32055299 10.1039/C9MD00208A Mus musculus 1
35696861 10.1016/j.ejmech.2022.114524 Indoleamine 2,3-dioxygenase 1 1
32055299 10.1039/C9MD00208A Indoleamine 2,3-dioxygenase 1 1

Data from ChEMBL 36 via Core Engine