Compound Detail

CHEMBL228814

ISPINESIB

🧪 Phase II

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🧪 Phase II

Cc1ccc(C(=O)N(CCCN)[C@@H](c2nc3cc(Cl)ccc3c(=O)n2Cc2ccccc2)C(C)C)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL228814
Name	ISPINESIB
Phase	Phase II
Structure Type	MOL
InChI Key	QJZRFPJCWMNVAV-HHHXNRCGSA-N

Known Names

Ispinesib

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

517.1

MW (Da)

5.59

ALogP

HBA

HBD

81.2

PSA (Å²)

0.31

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

USAN Stem	-nesib
USAN Year	2005

Extended Properties

Molecular Formula	C30H33ClN4O2
MW	517.07
Aromatic Rings	4
Heavy Atoms	37
NP-Likeness	-1.15

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Kinesin-like protein 1 inhibitor	INHIBITOR	Kinesin-like protein KIF11	✓	✓

Indications

Breast Neoplasms Carcinoma, Non-Small-Cell Lung Carcinoma, Renal Cell Colonic Neoplasms Liver Neoplasms Melanoma Ovarian Neoplasms Prostatic Neoplasms Rectal Neoplasms Neoplasms

Activity Summary

IC50 10 meas. best 8.96

Ki 3 meas. best 8.64

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HCT-116 CHEMBL394	IC50	8.96	8.96	1.1	1
Kinesin-like protein KIF11 CHEMBL4581	Ki	8.64	8.6267	2.3	3
Kinesin-like protein KIF11 CHEMBL4581	IC50	8.3	7.815	5.0	2
Schistosoma mansoni CHEMBL612893	IC50	6.05	5.855	900.0	2
HeLa CHEMBL399	IC50	6.0	6.0	1000.0	1
MCF7 CHEMBL387	IC50	5.89	5.89	1300.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	5.39	5.39	4100.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	5.32	5.32	4810.0	1
Cytochrome P450 2C19 CHEMBL3622	IC50	4.61	4.61	24300.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	3100.0	ng.hr.mL-1	Mus musculus
AUC	1500.0	ng.hr.mL-1	Mus musculus
CL	20.5	mL.min-1.kg-1	Mus musculus
Cmax	580.19	nM	Mus musculus
F	45.0	%	Mus musculus
Fu	0.000835	-	Homo sapiens
T1/2	4.1	hr	Mus musculus
Tmax	2.7	hr	Mus musculus
Vd	2.5	L.kg-1	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HCT-116	IC50	=	1.1	nM	8.96	Growth inhibition of human HCT116 cells after 72 hrs by MTS assay	26396688
Kinesin-like protein KIF11	Ki	=	2.3	nM	8.64	Inhibition of MT-stimulated human N-terminal His6-tagged Eg5 (1 to 368 amino aci...	23394180
Kinesin-like protein KIF11	Ki	=	2.3	nM	8.64	Inhibition of Kinesin Eg5 (unknown origin)	31188592
Kinesin-like protein KIF11	Ki	=	2.5	nM	8.6	Inhibition of N-terminal hexa-histidine tagged human cloned Eg5 (1 to 368 amino ...	22248262
Kinesin-like protein KIF11	IC50	=	5.0	nM	8.3	Inhibition of C-terminal His-tagged microtubule-stimulated KSP motor domain (1 t...	24184776
Kinesin-like protein KIF11	IC50	=	47.0	nM	7.33	Inhibition of His-tagged KSP motor domain (1 to 369) (unknown origin) assessed a...	26396688
Schistosoma mansoni	IC50	=	900.0	nM	6.05	Antischistosomal activity against Schistosoma mansoni Liberian NTS incubated for...	33479649
HeLa	IC50	=	1000.0	nM	6.0	Antiproliferative activity against human HeLa cells after 48 hrs by MTT assay	24184776
MCF7	IC50	=	1300.0	nM	5.89	Antiproliferative activity against human MCF7 cells after 48 hrs by MTT assay	24184776
Schistosoma mansoni	IC50	=	2200.0	nM	5.66	Antischistosomal activity against Schistosoma mansoni incubated for 72 hrs by in...	33479649
Cytochrome P450 3A4	IC50	=	4100.0	nM	5.39	Inhibition of CYP3A4	22248262
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	4810.0	nM	5.32	Inhibition of human ERG	22248262
Cytochrome P450 2C19	IC50	=	24300.0	nM	4.61	Inhibition of CYP2C19	22248262

Literature References

PubMed	DOI	Target Context	# Activities
23394180	10.1021/jm3014597	Mus musculus	9
17498954	10.1016/j.bmcl.2007.04.076	A549	8
22248262	10.1021/jm201195m	No relevant target	6
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
23245569	10.1016/j.bmc.2012.11.013	PC-3	3
23245569	10.1016/j.bmc.2012.11.013	MCF7	3
23245569	10.1016/j.bmc.2012.11.013	DU-145	3
23245569	10.1016/j.bmc.2012.11.013	SK-OV-3	3
33479649	10.1039/D0MD00062K	Schistosoma mansoni	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
22248262	10.1021/jm201195m	ADMET	2
22248262	10.1021/jm201195m	Kinesin-like protein KIF11	1
22248262	10.1021/jm201195m	NCI-H1299	1
22248262	10.1021/jm201195m	HCT-116	1
-	10.6019/EOS300108	HepG2	1
17922005	10.1038/nchembio.2007.34	Chromosome-associated kinesin KIF4A	1
17922005	10.1038/nchembio.2007.34	Kinesin-like protein KIFC1	1
17922005	10.1038/nchembio.2007.34	Kinesin-like protein KIF6	1

Data from ChEMBL 36 via Core Engine