Compound Detail

CHEMBL514138

CGS-27023A

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

COc1ccc(S(=O)(=O)N(Cc2cccnc2)[C@@H](C(=O)NO)C(C)C)cc1.Cl

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL514138
Name	CGS-27023A
Phase	Preclinical
Structure Type	MOL
InChI Key	ZVYIZSNCEAHMCF-UNTBIKODSA-N
Parent Compound	CHEMBL267178
Active Moiety	CHEMBL267178

Targets

177

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

393.5

MW (Da)

1.81

ALogP

HBA

HBD

108.8

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C18H24ClN3O5S
MW	429.93
Aromatic Rings	2
Heavy Atoms	27
NP-Likeness	-1.06

Activity Summary

IC50 140 meas. best 8.92

Ki 35 meas. best 8.9

Kd 2 meas. best 8.15

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Collagenase 3 CHEMBL280	IC50	8.92	8.1422	1.2	18
Collagenase 3 CHEMBL280	Ki	8.9	8.9	1.3	1
Matrix metalloproteinase-25 CHEMBL1795103	IC50	8.82	8.82	1.5	1
Neutrophil collagenase CHEMBL4588	IC50	8.7	8.3857	2.0	7
72 kDa type IV collagenase CHEMBL333	IC50	8.7	7.71	2.0	13
Interstitial collagenase CHEMBL332	IC50	8.6	7.5186	2.5	22
Collagenase 3 CHEMBL4944	IC50	8.37	8.37	4.3	2
Matrix metalloproteinase-9 CHEMBL321	IC50	8.37	8.0391	4.3	23
Matrix metalloproteinase-16 CHEMBL2200	IC50	8.17	8.17	6.8	1
Stromelysin-1 CHEMBL283	Kd	8.15	7.76	7.0	2
Matrix metalloproteinase-14 CHEMBL3869	IC50	8.12	7.7867	7.5	6
Macrophage metalloelastase CHEMBL2594	IC50	8.11	8.11	7.7	1
Unchecked CHEMBL612545	IC50	8.1	8.1	8.0	1
Matrix metalloproteinase-9 CHEMBL321	Ki	8.1	8.1	8.0	7
Matrix metalloproteinase-9 CHEMBL2214	IC50	8.0	8.0	10.0	1
Stromelysin-1 CHEMBL283	IC50	7.85	7.776	14.0	10
72 kDa type IV collagenase CHEMBL3095	IC50	7.82	7.82	15.0	1
72 kDa type IV collagenase CHEMBL333	Ki	7.7	7.7	20.0	7
Interstitial collagenase CHEMBL332	Ki	7.48	7.48	33.0	8
Disintegrin and metalloproteinase domain-containing protein 17 CHEMBL3706	IC50	7.39	6.0274	40.9	19
Stromelysin-1 CHEMBL283	Ki	7.37	7.37	43.0	9
Matrilysin CHEMBL4073	IC50	7.0	6.8038	100.0	8
Disintegrin and metalloproteinase domain-containing protein 10 CHEMBL5028	IC50	6.05	6.05	890.0	1
Lethal factor CHEMBL4372	IC50	5.92	5.42	1200.0	2
Bone morphogenetic protein 1 CHEMBL3898	IC50	5.52	5.52	3000.0	1
Carbonic anhydrase 9 CHEMBL3594	Ki	5.11	5.11	7800.0	1
Carbonic anhydrase 2 CHEMBL205	Ki	5.07	5.07	8600.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Collagenase 3	IC50	=	1.2	nM	8.92	Inhibition of MMP13	21937229
Collagenase 3	Ki	=	1.27	nM	8.9	Inhibition of MMP13 assessed as dissociation constant	19422229
Matrix metalloproteinase-25	IC50	=	1.5	nM	8.82	Inhibition of human MMP25 by fluorometric assay	21514700
Collagenase 3	IC50	=	1.9	nM	8.72	Inhibition of MMP13	19422229
72 kDa type IV collagenase	IC50	=	2.0	nM	8.7	Inhibition of MMP2	21937229
Neutrophil collagenase	IC50	=	2.0	nM	8.7	Inhibition of MMP8 using (7-methoxycoumarin-4-yl)acetyl-Pro-Leu-Gly-Leu-(3-(2,4-...	22540974
Neutrophil collagenase	IC50	=	2.0	nM	8.7	Inhibition of MMP8	17956082
Interstitial collagenase	IC50	=	2.5	nM	8.6	Inhibitory activity against human matrix metalloprotease-1 (MMP-1)	15177439
Collagenase 3	IC50	=	3.0	nM	8.52	Inhibitory activity against matrix metalloprotease-13	12824028
Matrix metalloproteinase-9	IC50	=	4.3	nM	8.37	Inhibition of human matrix metalloprotease 9	9888835
Collagenase 3	IC50	=	4.3	nM	8.37	Inhibition of rat matrix metalloprotease 13	9888835
Matrix metalloproteinase-9	IC50	=	4.3	nM	8.37	Inhibition of Matrix metalloprotease-9	11327577
Collagenase 3	IC50	=	4.3	nM	8.37	Inhibition of Matrix metalloprotease-13	11327577
Matrix metalloproteinase-9	IC50	=	4.3	nM	8.37	Inhibition of gelatinase-B (Matrix metalloprotease-9)	10579818
Collagenase 3	IC50	=	4.3	nM	8.37	In vitro inhibitory activity against collagenase-3 (matrix metalloprotease-13).	10579818
Matrix metalloproteinase-9	IC50	=	4.3	nM	8.37	Inhibition of Matrix metalloprotease-9	9733482
Collagenase 3	IC50	=	4.4	nM	8.36	Inhibition of MMP13 in presence of 1% bovine serum albumin	19422229
Neutrophil collagenase	IC50	=	4.4	nM	8.36	Inhibition of Matrix metalloprotease-8	11327577
Neutrophil collagenase	IC50	=	4.4	nM	8.36	Inhibition of human Matrix metalloprotease-8	9888835
Neutrophil collagenase	IC50	=	4.4	nM	8.36	Inhibition of neutrophil collagenase (Matrix metalloprotease-8)	10579818

Literature References

PubMed	DOI	Target Context	# Activities
20180536	10.1021/jm901868z	Disintegrin and metalloproteinase domain-containing protein 17	15
16338135	10.1016/j.bmcl.2005.10.088	Lethal factor	3
15713379	10.1016/j.bmcl.2005.01.024	Unchecked	3
19422229	10.1021/jm801394m	Collagenase 3	3
9873598	10.1016/s0960-894x(98)00473-9	Collagenase 3	2
9888835	10.1021/jm980142s	Matrix metalloproteinase-9	2
9888835	10.1021/jm980142s	Interstitial collagenase	2
15139754	10.1021/jm031061l	Interstitial collagenase	2
12270165	10.1016/s0960-894x(02)00633-9	Bos taurus	2
9888835	10.1021/jm980142s	Stromelysin-1	2
10579818	10.1021/jm990330y	Interstitial collagenase	2
10579818	10.1021/jm990330y	Stromelysin-1	2
15713379	10.1016/j.bmcl.2005.01.024	Matrix metalloproteinase (2 and 3)	2
9888835	10.1021/jm980142s	72 kDa type IV collagenase	2
9733482	10.1021/jm980253r	Matrix metalloproteinase-9	2
9258358	10.1021/jm960871c	Stromelysin-1	2
19942433	10.1016/j.bmcl.2009.10.114	Stromelysin-1	2
10579818	10.1021/jm990330y	72 kDa type IV collagenase	2
9733482	10.1021/jm980253r	Interstitial collagenase	2
16275085	10.1016/j.bmcl.2005.10.001	A disintegrin and metalloproteinase with thrombospondin motifs 4	2

Data from ChEMBL 36 via Core Engine