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Details

Stereochemistry ABSOLUTE
Molecular Formula C26H31F3N4O4
Molecular Weight 520.5439
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of INCB-3284

SMILES

COC1=NC=C(C=C1)[C@]2(O)CC[C@@H](CC2)N3CC[C@H](C3)NC(=O)CNC(=O)C4=CC(=CC=C4)C(F)(F)F

InChI

InChIKey=NXZNYBUBXWWKCP-DNRQZRRGSA-N
InChI=1S/C26H31F3N4O4/c1-37-23-6-5-19(14-30-23)25(36)10-7-21(8-11-25)33-12-9-20(16-33)32-22(34)15-31-24(35)17-3-2-4-18(13-17)26(27,28)29/h2-6,13-14,20-21,36H,7-12,15-16H2,1H3,(H,31,35)(H,32,34)/t20-,21-,25-/m1/s1

HIDE SMILES / InChI

Molecular Formula C26H31F3N4O4
Molecular Weight 520.5439
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

INCB3284 or INCB-3284 Incyte’s internally developed, oral human CCR2 antagonist for the treatment of chronic inflammations. It is in Phase IIa trial of patients with rheumatoid arthritis (RA).

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
3.7 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
15 h
1 times / day multiple, oral
INCB-3284 serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
58%
1 times / day multiple, oral
INCB-3284 serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Overview

OverviewOther

Other InhibitorOther SubstrateOther Inducer




Drug as perpetrator​Drug as victimTox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
PubMed

PubMed

TitleDatePubMed
Discovery of INCB3284, a Potent, Selective, and Orally Bioavailable hCCR2 Antagonist.
2011 Jun 9
Klotho gene deficiency causes salt-sensitive hypertension via monocyte chemotactic protein-1/CC chemokine receptor 2-mediated inflammation.
2015 Jan

Sample Use Guides

for once-a-day dosing
Route of Administration: Oral
Cerep screens revealed that INCB3284 is a selective CCR2 inhibitor, showing no significant inhibitory activity at a concentration of 1 μM when tested against a panel of >50 ion channels, transporters, chemokine receptors including CCR1, CCR3, CCR5, CXCR3, and CXCR5, and additional GPCRs. In the hERG patch clamp assay, INCB3284 inhibited hERG potassium current with an IC50 of 84 μM. In protein binding, INCB3284 had a high free fraction (58%) in human serum at concentrations of 1 and 10 μM. When incubated with human liver microsomes, INCB3284 exhibited a moderate intrinsic clearance. However, studies with recombinant CYP isozymes showed that INCB003284 is a substrate for CYP3A4 and CYP2D6. When INCB3284 was incubated with human S9 with or without NADPH and the cofactor glutathione, no glutathione adducts were detected. INCB003284 is not a CYP inhibitor, with IC50 values of >25 μM against five major CYP isozymes CYP1A2, CYP2C9, CYP2C19, CYP2D6, and CYP3A4. INCB3284 is not a CYP inducer at concentrations up to 10 μM as measured in the luminometric luciferase assay.
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:54:35 GMT 2023
Edited
by admin
on Sat Dec 16 10:54:35 GMT 2023
Record UNII
0W6K09GAQB
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
INCB-3284
Code English
BENZAMIDE, N-(2-(((3R)-1-(TRANS-4-HYDROXY-4-(6-METHOXY-3-PYRIDINYL)CYCLOHEXYL)-3-PYRROLIDINYL)AMINO)-2-OXOETHYL)-3-(TRIFLUOROMETHYL)-
Systematic Name English
INCB3284
Code English
INCB003284
Code English
INCB-003284
Code English
Code System Code Type Description
CAS
887401-92-5
Created by admin on Sat Dec 16 10:54:36 GMT 2023 , Edited by admin on Sat Dec 16 10:54:36 GMT 2023
PRIMARY
DRUG BANK
DB05130
Created by admin on Sat Dec 16 10:54:36 GMT 2023 , Edited by admin on Sat Dec 16 10:54:36 GMT 2023
PRIMARY
PUBCHEM
11527661
Created by admin on Sat Dec 16 10:54:36 GMT 2023 , Edited by admin on Sat Dec 16 10:54:36 GMT 2023
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FDA UNII
0W6K09GAQB
Created by admin on Sat Dec 16 10:54:36 GMT 2023 , Edited by admin on Sat Dec 16 10:54:36 GMT 2023
PRIMARY
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