Compound Detail

CHEMBL3545396

BMS-690514

🧪 Phase II

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🧪 Phase II

COc1cccc(Nc2ncnn3ccc(CN4CC[C@@H](N)[C@H](O)C4)c23)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3545396
Name	BMS-690514
Phase	Phase II
Structure Type	MOL
InChI Key	CSGQVNMSRKWUSH-IAGOWNOFSA-N

Known Names

Bms 6690514 Bms 690514 Bms-690514

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

368.4

MW (Da)

1.38

ALogP

HBA

HBD

100.9

PSA (Å²)

0.63

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula	C19H24N6O2
MW	368.44
Aromatic Rings	3
Heavy Atoms	27
NP-Likeness	-1.12

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Receptor protein-tyrosine kinase erbB-2 inhibitor	INHIBITOR	Receptor tyrosine-protein kinase erbB-2	✓	✓
Epidermal growth factor receptor erbB1 inhibitor	INHIBITOR	Epidermal growth factor receptor	✓	✓
Vascular endothelial growth factor receptor inhibitor	INHIBITOR	Vascular endothelial growth factor receptor	✓	✓
Receptor protein-tyrosine kinase erbB-4 inhibitor	INHIBITOR	Receptor tyrosine-protein kinase erbB-4	✓	✓

Indications

Breast Neoplasms Carcinoma, Non-Small-Cell Lung Neoplasms Neoplasms

Activity Summary

Kd 53 meas. best 9.52

IC50 1 meas. best 6.28

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cyclin-G-associated kinase CHEMBL4355	Kd	9.52	9.52	0.3	2
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Kd	7.47	7.47	34.0	1
Tyrosine-protein kinase ABL2 CHEMBL4014	Kd	7.4	7.4	40.0	1
Serine/threonine-protein kinase SIK2 CHEMBL5699	Kd	7.32	7.32	48.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Kd	6.89	6.89	128.0	1
Serine/threonine-protein kinase D2 CHEMBL4900	Kd	6.85	6.85	140.0	1
Activated CDC42 kinase 1 CHEMBL4599	Kd	6.68	6.68	208.0	1
Epidermal growth factor receptor CHEMBL203	Kd	6.66	6.655	220.0	2
Mitogen-activated protein kinase kinase kinase 20 CHEMBL3886	Kd	6.55	6.55	282.0	1
Serine/threonine-protein kinase D3 CHEMBL2595	Kd	6.31	6.31	493.0	1
Tyrosine-protein kinase Lck CHEMBL258	Kd	6.29	6.29	514.0	1
Unchecked CHEMBL612545	IC50	6.28	6.28	530.0	1
Mitogen-activated protein kinase kinase kinase 3 CHEMBL5970	Kd	6.26	6.26	546.0	1
Tyrosine-protein kinase Fyn CHEMBL1841	Kd	6.23	6.23	583.0	1
Calcium/calmodulin-dependent protein kinase type II subunit delta CHEMBL2801	Kd	6.15	6.15	703.0	1
Tyrosine-protein kinase HCK CHEMBL3234	Kd	6.15	6.15	712.0	1
Calcium/calmodulin-dependent protein kinase type II subunit gamma CHEMBL3829	Kd	6.13	6.13	738.0	1
Tyrosine-protein kinase FRK CHEMBL4223	Kd	6.1	6.1	795.0	1
Tyrosine-protein kinase Lyn CHEMBL3905	Kd	6.05	6.05	887.0	1
cAMP-dependent protein kinase catalytic subunit alpha CHEMBL4101	Kd	6.04	6.04	916.0	1
Dual specificity mitogen-activated protein kinase kinase 5 CHEMBL4948	Kd	6.01	6.01	972.0	1
Tyrosine-protein kinase Yes CHEMBL2073	Kd	5.99	5.99	1026.0	1
Mitogen-activated protein kinase kinase kinase 2 CHEMBL5914	Kd	5.98	5.98	1054.0	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	Kd	5.94	5.94	1153.0	1
cAMP-dependent protein kinase catalytic subunit beta CHEMBL2918	Kd	5.92	5.92	1212.0	1
TGF-beta receptor type-1 CHEMBL4439	Kd	5.91	5.91	1229.0	1
Serine/threonine-protein kinase 10 CHEMBL3981	Kd	5.89	5.89	1281.0	1
Serine/threonine-protein kinase N1 CHEMBL3384	Kd	5.87	5.87	1344.0	1
Casein kinase I isoform alpha CHEMBL2793	Kd	5.86	5.86	1371.0	1
Uncharacterized protein FLJ45252 CHEMBL4105933	Kd	5.86	5.86	1388.0	1
AP2-associated protein kinase 1 CHEMBL3830	Kd	5.85	5.85	1414.0	1
Protein kinase C alpha type CHEMBL299	Kd	5.81	5.81	1557.0	1
MAP/microtubule affinity-regulating kinase 3 CHEMBL5600	Kd	5.77	5.77	1701.0	1
BMP-2-inducible protein kinase CHEMBL4522	Kd	5.77	5.77	1712.0	1
Protein kinase C delta type CHEMBL2996	Kd	5.76	5.76	1741.0	1
Tyrosine-protein kinase CSK CHEMBL2634	Kd	5.76	5.76	1717.0	1
Serine/threonine-protein kinase Chk1 CHEMBL4630	Kd	5.73	5.73	1867.0	1
Membrane-associated tyrosine- and threonine-specific cdc2-inhibitory kinase CHEMBL3984	Kd	5.73	5.73	1854.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Kd	5.7	5.7	2011.0	1
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	Kd	5.68	5.68	2071.0	1
Serine/threonine-protein kinase MARK2 CHEMBL3831	Kd	5.66	5.66	2174.0	1
STE20-like serine/threonine-protein kinase CHEMBL4202	Kd	5.62	5.62	2420.0	1
Protein kinase C iota type CHEMBL2598	Kd	5.62	5.62	2422.0	1
Ephrin type-B receptor 3 CHEMBL4901	Kd	5.58	5.58	2652.0	1
Mitogen-activated protein kinase kinase kinase 11 CHEMBL2708	Kd	5.58	5.58	2604.0	1
Citron Rho-interacting kinase CHEMBL5579	Kd	5.56	5.56	2780.0	1
Rho-associated protein kinase 1 CHEMBL3231	Kd	5.55	5.55	2816.0	1
Casein kinase II subunit alpha' CHEMBL4070	Kd	5.54	5.54	2859.0	1
Unchecked CHEMBL612545	Kd	5.51	5.51	3105.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	5.48	5.48	3292.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cyclin-G-associated kinase	Kd	=	0.3	nM	9.52	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Cyclin-G-associated kinase	Kd	=	0.3	nM	9.52	Binding affinity to wild-type human partial length GAK (G13 to Y338 residues) ex...	30973735
Proto-oncogene tyrosine-protein kinase receptor Ret	Kd	=	34.0	nM	7.47	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Tyrosine-protein kinase ABL2	Kd	=	40.0	nM	7.4	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Serine/threonine-protein kinase SIK2	Kd	=	48.0	nM	7.32	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Tyrosine-protein kinase ABL1	Kd	=	128.0	nM	6.89	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Serine/threonine-protein kinase D2	Kd	=	140.0	nM	6.85	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Activated CDC42 kinase 1	Kd	=	208.0	nM	6.68	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Epidermal growth factor receptor	Kd	=	220.0	nM	6.66	Binding affinity to wild-type human partial length EGFR (R669 to V1011 residues)...	30973735
Epidermal growth factor receptor	Kd	=	225.0	nM	6.65	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Mitogen-activated protein kinase kinase kinase 20	Kd	=	282.0	nM	6.55	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Serine/threonine-protein kinase D3	Kd	=	493.0	nM	6.31	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Tyrosine-protein kinase Lck	Kd	=	514.0	nM	6.29	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Unchecked	IC50	=	530.0	nM	6.28	Antiproliferative activity against human UCH1 cells measured after 72 hrs by ala...	30973735
Mitogen-activated protein kinase kinase kinase 3	Kd	=	546.0	nM	6.26	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Tyrosine-protein kinase Fyn	Kd	=	583.0	nM	6.23	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Tyrosine-protein kinase HCK	Kd	=	712.0	nM	6.15	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Calcium/calmodulin-dependent protein kinase type II subunit delta	Kd	=	703.0	nM	6.15	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Calcium/calmodulin-dependent protein kinase type II subunit gamma	Kd	=	738.0	nM	6.13	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Tyrosine-protein kinase FRK	Kd	=	795.0	nM	6.1	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878

Literature References

PubMed	DOI	Target Context	# Activities
29191878	10.1126/science.aan4368	Unchecked	5
30973735	10.1021/acs.jmedchem.9b00350	Unchecked	3
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
29191878	10.1126/science.aan4368	Activin receptor type-1	1
29191878	10.1126/science.aan4368	RAC-alpha serine/threonine-protein kinase	1
29191878	10.1126/science.aan4368	Adenylate kinase 2, mitochondrial	1
29191878	10.1126/science.aan4368	Adenosine kinase	1
29191878	10.1126/science.aan4368	Atypical kinase COQ8A, mitochondrial	1
29191878	10.1126/science.aan4368	AarF domain-containing protein kinase 1	1
29191878	10.1126/science.aan4368	Activin receptor type-2B	1
29191878	10.1126/science.aan4368	Activin receptor type-1B	1
29191878	10.1126/science.aan4368	Long-chain-fatty-acid--CoA ligase 5	1
29191878	10.1126/science.aan4368	Peroxisomal acyl-coenzyme A oxidase 3	1
29191878	10.1126/science.aan4368	Peroxisomal acyl-coenzyme A oxidase 1	1
29191878	10.1126/science.aan4368	Very long-chain specific acyl-CoA dehydrogenase, mitochondrial	1
29191878	10.1126/science.aan4368	Acyl-CoA dehydrogenase family member 11	1
29191878	10.1126/science.aan4368	Acyl-CoA dehydrogenase family member 10	1
29191878	10.1126/science.aan4368	Tyrosine-protein kinase ABL2	1

Data from ChEMBL 36 via Core Engine