General Information of the Compound
Compound ID
CP0052095
Compound Name
(R)-2-hydroxy-N,N-dimethyl-3-(2-(1-(5-methylfuran-2-yl)propylamino)-3,4-dioxocyclobut-1-enylamino)benzamide
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Synonyms
(R)-2-Hydroxy-N,N-dimethyl-3-((2-((1-(5-methylfuran-2-yl)propyl)amino)-3,4-dioxocyclobut-1-en-1-yl)amino)benzamide
(R)-2-hydroxy-N,N-dimethyl-3-(2-(1-(5-methylfuran-2-yl)propylamino)-3,4-dioxocyclobut-1-enylamino)benzamide
473727-83-2
AKOS016003539
ANW-61143
AX8217127
BDBM50200880
CHEMBL216981
CS-0609
CTK8B8735
GTPL8497
HY-10198
KS-00001CQK
MK-7123
MK7123
MolPort-023-331-228
NCGC00390675-01
Navarixin
PF-00547659
SCH 527123
SCH 527123,CAS:473727-83-2
SCH-527123
SCHEMBL184744
Sch527123
TC-149888
W-5650
ZINC100033051
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Structure
Formula
C21H23N3O5
Molecular Weight
397.431
Canonical SMILES
CC[C@@H](Nc1c(Nc2cccc(C(=O)N(C)C)c2O)c(=O)c1=O)c1ccc(C)o1
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InChI
InChI=1S/C21H23N3O5/c1-5-13(15-10-9-11(2)29-15)22-16-17(20(27)19(16)26)23-14-8-6-7-12(18(14)25)21(28)24(3)4/h6-10,13,22-23,25H,5H2,1-4H3/t13-/m1/s1
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InChIKey
RXIUEIPPLAFSDF-CYBMUJFWSA-N
CAS
473727-83-2
Physicochemical Property
logP
2.89822
Rotatable Bonds
7
Heavy Atom Count
29
Polar Areas
111.88
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
7
Complexity
29

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 9865554
SID: 49684245
ChEMBL ID
CHEMBL216981
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01304, C-X-C chemokine receptor type 1
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000077 Ba/F3
 Cell Line Info 
Mus musculus (Mouse)  1
1
IC50 = 36 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  2
1
IC50 = 160 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
IC50 = 198.3 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000011 CHO
 Cell Line Info 
Cricetulus griseus (Chinese hamster)  1
1
Ki = 18 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 3.9 nM
2 Ki = 20 nM
Protein ID: PT01013, C-X-C chemokine receptor type 2
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000077 Ba/F3
 Cell Line Info 
Mus musculus (Mouse)  1
1
IC50 = 2.6 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 10 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000011 CHO
 Cell Line Info 
Cricetulus griseus (Chinese hamster)  1
1
Ki = 5 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 0.049 nM
2 IC50 = 450 nM
3 IC50 = 680 nM
4 Ki = 4 nM
5 Ki = 5 nM
Clinical Information about the Compound
Drug 1 ( SCH-527123 )
Drug Name SCH-527123
Company Pharmacopeia; Schering-Plough
Indication
Inflammatory bowel disease
Phase 2
Ulcerative colitis
Phase 2
Chronic obstructive pulmonary disease
Phase 2
Solid tumour/cancer
Phase 1
Target(s)
C-X-C chemokine receptor type 1 (CXCR1)
 Target Info 
Antagonist
C-X-C chemokine receptor type 2 (CXCR2)
 Target Info 
Modulator