Compound Detail

CHEMBL5558267

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Cc1noc2c1C(=O)c1sc(C(=O)NCCCN3CCCC3)cc1C2=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5558267
Phase	Preclinical
Structure Type	MOL
InChI Key	BPIDHABKHIILRF-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

373.4

MW (Da)

2.04

ALogP

HBA

HBD

92.5

PSA (Å²)

0.69

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C18H19N3O4S
MW	373.43
Aromatic Rings	2
Heavy Atoms	26
NP-Likeness	-1.29

Activity Summary

IC50 19 meas. best 8.29

Kd 1 meas. best 5.36

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HT-29 CHEMBL384	IC50	8.29	8.29	5.1	1
SW480 CHEMBL612544	IC50	8.26	8.26	5.5	1
SW-620 CHEMBL612262	IC50	8.22	8.22	6.0	1
HCT-116 CHEMBL394	IC50	7.99	7.5633	10.2	3
DLD-1 CHEMBL614285	IC50	7.82	7.82	15.0	1
Signal transducer and activator of transcription 3 CHEMBL4026	IC50	7.65	7.65	22.6	1
GL261 CHEMBL4483239	IC50	7.55	7.55	28.4	1
HepG2 CHEMBL395	IC50	7.51	7.51	30.9	1
HCT-15 CHEMBL612263	IC50	7.48	7.48	33.0	1
A549 CHEMBL392	IC50	7.43	7.43	36.8	1
HeLa CHEMBL399	IC50	7.42	7.42	38.3	1
MDA-MB-231 CHEMBL400	IC50	7.32	7.32	47.4	1
LoVo CHEMBL614721	IC50	7.26	7.26	54.5	1
B16 CHEMBL381	IC50	7.25	7.25	56.2	1
SK-OV-3 CHEMBL614925	IC50	7.23	7.23	58.9	1
H9c2 CHEMBL614576	IC50	6.43	6.43	371.4	1
PC-3 CHEMBL390	IC50	6.31	6.31	491.7	1
Signal transducer and activator of transcription 3 CHEMBL4026	Kd	5.36	5.36	4400.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	13.72	ng.hr.mL-1	Rattus norvegicus
AUC	14.2	ng.hr.mL-1	Rattus norvegicus
AUC	117.0	ng.hr.mL-1	Rattus norvegicus
AUC	118.35	ng.hr.mL-1	Rattus norvegicus
CL	12139.33	mL.min-1.kg-1	Rattus norvegicus
CL	706.5	mL.min-1.kg-1	Rattus norvegicus
Cmax	0.0036	ug.mL-1	Rattus norvegicus
Cmax	0.2468	ug.mL-1	Rattus norvegicus
F	5.86	%	Rattus norvegicus
MRT	7.66	hr	Rattus norvegicus
MRT	1.49	hr	Rattus norvegicus
T1/2	2.92	hr	Rattus norvegicus
T1/2	6.01	hr	Rattus norvegicus
Tmax	0.28	hr	Rattus norvegicus
Tmax	0.08	hr	Rattus norvegicus
Vd	3108.07	L.kg-1	Rattus norvegicus
Vd	336.6	L.kg-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HT-29	IC50	=	5.07	nM	8.29	Antiproliferative activity against human HT-29 cells harboring STAT3 over activa...	38704936
SW480	IC50	=	5.45	nM	8.26	Antiproliferative activity against human SW480 cells harboring STAT3 over activa...	38704936
SW-620	IC50	=	6.02	nM	8.22	Antiproliferative activity against human SW620 cells harboring STAT3 over activa...	38704936
HCT-116	IC50	=	10.18	nM	7.99	Antiproliferative activity against human HCT-116 cells assessed as inhibition of...	38704936
DLD-1	IC50	=	15.02	nM	7.82	Antiproliferative activity against human DLD-1 cells harboring STAT3 over activa...	38704936
Signal transducer and activator of transcription 3	IC50	=	22.57	nM	7.65	Inhibition of leukemia inhibitory factor-induced STAT3 transcriptional activity ...	38704936
GL261	IC50	=	28.39	nM	7.55	Antiproliferative activity against mouse GL261 cells assessed as inhibition of c...	38704936
HepG2	IC50	=	30.94	nM	7.51	Antiproliferative activity against human HepG2 cells assessed as inhibition of c...	38704936
HCT-116	IC50	=	32.19	nM	7.49	Antiproliferative activity against human HCT-116 cells assessed as inhibition of...	38704936
HCT-15	IC50	=	32.99	nM	7.48	Antiproliferative activity against human HCT-15 cells harboring STAT3 over activ...	38704936
A549	IC50	=	36.77	nM	7.43	Antiproliferative activity against human A549 cells assessed as inhibition of ce...	38704936
HeLa	IC50	=	38.28	nM	7.42	Antiproliferative activity against human HeLa cells assessed as inhibition of ce...	38704936
MDA-MB-231	IC50	=	47.38	nM	7.32	Antiproliferative activity against human MDA-MB-231 cells assessed as inhibition...	38704936
LoVo	IC50	=	54.52	nM	7.26	Antiproliferative activity against human LoVo cells harboring STAT3 over activat...	38704936
B16	IC50	=	56.2	nM	7.25	Antiproliferative activity against mouse B16 cells assessed as inhibition of cel...	38704936
SK-OV-3	IC50	=	58.93	nM	7.23	Antiproliferative activity against human SK-OV-3 cells assessed as inhibition of...	38704936
HCT-116	IC50	=	62.12	nM	7.21	Antiproliferative activity against human HCT-116 cells assessed as inhibition of...	38704936
H9c2	IC50	=	371.4	nM	6.43	Cytotoxicity against human H9c2 cells assessed as inhibition of cell growth meas...	38704936
PC-3	IC50	=	491.7	nM	6.31	Antiproliferative activity against human PC-3 cells harboring low STAT3 expressi...	38704936
Signal transducer and activator of transcription 3	Kd	=	4400.0	nM	5.36	Binding affinity to recombinant His-tagged STAT3 (127 to 722 residues) (unknown ...	38704936

Literature References

PubMed	DOI	Target Context	# Activities
38704936	10.1016/j.ejmech.2024.116448	ADMET	71
38704936	10.1016/j.ejmech.2024.116448	HCT-116	30
38704936	10.1016/j.ejmech.2024.116448	Signal transducer and activator of transcription 3	8
38704936	10.1016/j.ejmech.2024.116448	Unchecked	7
38704936	10.1016/j.ejmech.2024.116448	Tyrosine-protein kinase JAK2	2
38704936	10.1016/j.ejmech.2024.116448	HT-29	1
38704936	10.1016/j.ejmech.2024.116448	HCT-15	1
38704936	10.1016/j.ejmech.2024.116448	LoVo	1
38704936	10.1016/j.ejmech.2024.116448	CX-1	1
38704936	10.1016/j.ejmech.2024.116448	MDA-MB-231	1
38704936	10.1016/j.ejmech.2024.116448	B16	1
38704936	10.1016/j.ejmech.2024.116448	GL261	1
38704936	10.1016/j.ejmech.2024.116448	A549	1
38704936	10.1016/j.ejmech.2024.116448	SK-OV-3	1
38704936	10.1016/j.ejmech.2024.116448	HepG2	1
38704936	10.1016/j.ejmech.2024.116448	HeLa	1
38704936	10.1016/j.ejmech.2024.116448	PC-3	1
38704936	10.1016/j.ejmech.2024.116448	H9c2	1
38704936	10.1016/j.ejmech.2024.116448	SW480	1
38704936	10.1016/j.ejmech.2024.116448	SW-620	1

Data from ChEMBL 36 via Core Engine