Compound Detail

CHEMBL379300

A-443654

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Cc1n[nH]c2ccc(-c3cncc(OC[C@@H](N)Cc4c[nH]c5ccccc45)c3)cc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL379300
Name	A-443654
Phase	Preclinical
Structure Type	MOL
InChI Key	YWTBGJGMTBHQTM-IBGZPJMESA-N

348

Targets

369

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

397.5

MW (Da)

4.36

ALogP

HBA

HBD

92.6

PSA (Å²)

0.40

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C24H23N5O
MW	397.48
Aromatic Rings	5
Heavy Atoms	30
NP-Likeness	-0.85

Activity Summary

IC50 365 meas. best 9.8

Ki 3 meas. best 9.8

EC50 1 meas. best 7.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
RAC-alpha serine/threonine-protein kinase CHEMBL4282	IC50	9.8	9.4	0.2	3
RAC-alpha serine/threonine-protein kinase CHEMBL4282	Ki	9.8	9.8	0.2	3
LC-2-ad CHEMBL2366260	IC50	7.66	7.66	22.1	1
RL95-2 CHEMBL2366168	IC50	7.64	7.64	22.8	1
OCUB-M CHEMBL2366121	IC50	7.59	7.59	25.7	1
NTERA-2-cl-D1 CHEMBL614206	IC50	7.56	7.56	27.6	1
RAC-beta serine/threonine-protein kinase CHEMBL2431	IC50	7.52	7.52	30.0	1
697 CHEMBL2366253	IC50	7.48	7.48	32.8	1
ES4 CHEMBL2366118	IC50	7.42	7.42	37.7	1
PSN1 CHEMBL614241	IC50	7.33	7.33	47.3	1
RAC-gamma serine/threonine-protein kinase CHEMBL4816	IC50	7.29	7.29	51.0	1
KS-1 CHEMBL2366228	IC50	7.27	7.27	53.5	1
BL-70 CHEMBL2366317	IC50	7.24	7.24	57.0	1
MV4-11 CHEMBL613835	IC50	7.24	7.24	57.7	1
TE-15 CHEMBL2366086	IC50	7.23	7.23	59.1	1
MONO-MAC-6 CHEMBL2366062	IC50	7.11	7.11	77.2	1
COLO-684 CHEMBL2366176	IC50	7.1	7.1	79.5	1
MZ1-PC CHEMBL2366204	IC50	7.1	7.1	79.5	1
SK-UT-1 CHEMBL2366316	IC50	7.09	7.09	81.4	1
NCI-H747 CHEMBL2366087	IC50	7.08	7.08	82.5	1
MOLT-16 CHEMBL2366362	IC50	7.08	7.08	83.7	1
A388 CHEMBL2366355	IC50	7.07	7.07	84.3	1
LB1047-RCC CHEMBL2366136	IC50	7.06	7.06	87.2	1
LS-411N CHEMBL2366189	IC50	7.06	7.06	87.5	1
CAL-148 CHEMBL1075407	IC50	7.05	7.05	88.2	1
TE-10 CHEMBL2366308	IC50	7.05	7.05	89.4	1
ES6 CHEMBL2366373	IC50	7.04	7.04	91.5	1
NOS-1 CHEMBL2366141	IC50	7.03	7.03	93.8	1
BL-41 CHEMBL2366173	IC50	7.02	7.02	96.3	1
KU812 cell line CHEMBL613997	IC50	7.02	7.02	96.5	1
ETK-1 CHEMBL2366116	IC50	7.0	7.0	101.1	1
MIA PaCa-2 CHEMBL614725	EC50	7.0	7.0	100.0	1
A4-Fuk CHEMBL2366356	IC50	6.99	6.99	102.5	1
HCE-4 CHEMBL2366207	IC50	6.98	6.98	104.4	1
MRK-nu-1 CHEMBL2366325	IC50	6.98	6.98	103.7	1
TE-1 CHEMBL2366092	IC50	6.96	6.96	110.5	1
KE-37 CHEMBL2366287	IC50	6.96	6.96	110.2	1
NB17 CHEMBL2366064	IC50	6.95	6.95	112.2	1
NCI-H1355 CHEMBL2366227	IC50	6.95	6.95	113.2	1
SNB-75 CHEMBL614451	IC50	6.94	6.94	115.7	1
HuTu80 CHEMBL614582	IC50	6.94	6.94	113.7	1
KGN CHEMBL2366154	IC50	6.93	6.93	117.7	1
NB1 CHEMBL2366284	IC50	6.93	6.93	117.5	1
TGBC1TKB CHEMBL2366089	IC50	6.92	6.92	120.4	1
LB996-RCC CHEMBL2366110	IC50	6.91	6.91	122.2	1
no-10 CHEMBL2366071	IC50	6.89	6.89	129.0	1
TE-11 CHEMBL2366166	IC50	6.89	6.89	130.2	1
VA-ES-BJ CHEMBL2366259	IC50	6.89	6.89	129.3	1
no-11 CHEMBL2366326	IC50	6.89	6.89	129.9	1
NALM-6 CHEMBL614187	IC50	6.89	6.89	128.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	-	ng.hr.mL-1	Mus musculus
F	-	%	Mus musculus
F	-	%	Mus musculus
T1/2	0.6	hr	Mus musculus
T1/2	0.6	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
RAC-alpha serine/threonine-protein kinase	IC50	=	0.16	nM	9.8	Inhibition of human Akt1	17523610
RAC-alpha serine/threonine-protein kinase	Ki	=	0.16	nM	9.8	Binding affinity to AKT1 (unknown origin)	33539089
RAC-alpha serine/threonine-protein kinase	Ki	=	0.16	nM	9.8	Inhibition of AKT1	19465931
RAC-alpha serine/threonine-protein kinase	Ki	=	0.16	nM	9.8	Inhibition of Akt1 in presence of 10 uM ATP	16678413
RAC-alpha serine/threonine-protein kinase	IC50	=	0.16	nM	9.8	Inhibition of Akt	19497644
RAC-alpha serine/threonine-protein kinase	IC50	=	2.5	nM	8.6	Inhibition of myristoylated wild type AKT1 expressed in HEK293T cells by in vitr...	19465931
LC-2-ad	IC50	=	22.15	nM	7.66	SANGER: Inhibition of human LC-2-ad cell growth in a cell viability assay.	-
RL95-2	IC50	=	22.81	nM	7.64	SANGER: Inhibition of human RL95-2 cell growth in a cell viability assay.	-
OCUB-M	IC50	=	25.73	nM	7.59	SANGER: Inhibition of human OCUB-M cell growth in a cell viability assay.	-
NTERA-2-cl-D1	IC50	=	27.59	nM	7.56	SANGER: Inhibition of human NTERA-S-cl-D1 cell growth in a cell viability assay.	-
RAC-beta serine/threonine-protein kinase	IC50	=	30.0	nM	7.52	Inhibition of myristoylated wild type AKT2 expressed in HEK293T cells by in vitr...	19465931
697	IC50	=	32.81	nM	7.48	SANGER: Inhibition of human 697 cell growth in a cell viability assay.	-
ES4	IC50	=	37.74	nM	7.42	SANGER: Inhibition of human ES4 cell growth in a cell viability assay.	-
PSN1	IC50	=	47.29	nM	7.33	SANGER: Inhibition of human PSN1 cell growth in a cell viability assay.	-
RAC-gamma serine/threonine-protein kinase	IC50	=	51.0	nM	7.29	Inhibition of myristoylated wild type AKT3 expressed in HEK293T cells by in vitr...	19465931
KS-1	IC50	=	53.54	nM	7.27	SANGER: Inhibition of human KS-1 cell growth in a cell viability assay.	-
MV4-11	IC50	=	57.74	nM	7.24	SANGER: Inhibition of human MV-4-11 cell growth in a cell viability assay.	-
BL-70	IC50	=	57.03	nM	7.24	SANGER: Inhibition of human BL-70 cell growth in a cell viability assay.	-
TE-15	IC50	=	59.09	nM	7.23	SANGER: Inhibition of human TE-15 cell growth in a cell viability assay.	-
MONO-MAC-6	IC50	=	77.23	nM	7.11	SANGER: Inhibition of human MONO-MAC-6 cell growth in a cell viability assay.	-

Literature References

PubMed	DOI	Target Context	# Activities
19465931	10.1038/nchembio.183	RAC-alpha serine/threonine-protein kinase	15
17523610	10.1021/jm0701019	Unchecked	14
19465931	10.1038/nchembio.183	Tyrosine-protein kinase ABL1	5
17523610	10.1021/jm0701019	Mus musculus	4
17850214	10.1042/bj20070797	Unchecked	4
19465931	10.1038/nchembio.183	Epidermal growth factor receptor	3
19465931	10.1038/nchembio.183	Tyrosine-protein kinase JAK2	3
19465931	10.1038/nchembio.183	Proto-oncogene tyrosine-protein kinase receptor Ret	3
19465931	10.1038/nchembio.183	Platelet-derived growth factor receptor alpha	3
17850214	10.1042/bj20070797	Serine/threonine-protein kinase pim-3	2
17850214	10.1042/bj20070797	Protein kinase C alpha type	2
17850214	10.1042/bj20070797	Serine/threonine-protein kinase pim-2	2
17850214	10.1042/bj20070797	Serine/threonine-protein kinase PAK 5	2
17850214	10.1042/bj20070797	Rho-associated protein kinase 2	2
17850214	10.1042/bj20070797	Serine/threonine-protein kinase PAK 4	2
17850214	10.1042/bj20070797	Mitogen-activated protein kinase 12	2
17850214	10.1042/bj20070797	Mitogen-activated protein kinase 13	2
17850214	10.1042/bj20070797	Ribosomal protein S6 kinase alpha-1	2
19604696	10.1016/j.bmcl.2009.06.078	RAC-beta serine/threonine-protein kinase	2
17850214	10.1042/bj20070797	Protein kinase C zeta type	2

Data from ChEMBL 36 via Core Engine