Compound Detail

CHEMBL343002

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CCOc1ccc(-c2nc3cc(-c4nc5cc(N6CCN(C)CC6)ccc5[nH]4)ccc3[nH]2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL343002
Phase	Preclinical
Structure Type	MOL
InChI Key	PRDFBSVERLRRMY-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

452.6

MW (Da)

4.92

ALogP

HBA

HBD

73.1

PSA (Å²)

0.40

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C27H28N6O
MW	452.56
Aromatic Rings	5
Heavy Atoms	34
NP-Likeness	-1.12

Activity Summary

IC50 19 meas. best 8.3

Ki 4 meas. best 9.05

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Bcl-2-like protein 1 CHEMBL4625	Ki	9.05	9.05	0.9	1
RPMI 8402 CHEMBL612517	IC50	8.3	7.138	5.0	5
KB 3-1 CHEMBL614590	IC50	8.0	8.0	10.0	1
HeLa CHEMBL399	IC50	6.52	6.52	300.0	1
MCF7 CHEMBL387	IC50	6.3	6.3	500.0	1
PC-3 CHEMBL390	IC50	6.15	6.15	710.0	1
KB CHEMBL398	IC50	5.92	5.92	1200.0	1
SK-MEL CHEMBL614914	IC50	5.8	5.8	1600.0	1
A2780 CHEMBL614004	IC50	5.72	5.72	1905.5	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.38	4.9	4200.0	2
DU-145 CHEMBL613508	IC50	5.37	5.37	4250.0	1
Solute carrier organic anion transporter family member 1B3 CHEMBL1743121	Ki	4.8	4.8	16000.0	1
Solute carrier organic anion transporter family member 1B3 CHEMBL1743121	IC50	4.75	4.75	18000.0	1
Solute carrier organic anion transporter family member 1B1 CHEMBL1697668	Ki	4.75	4.75	18000.0	1
Solute carrier organic anion transporter family member 1B1 CHEMBL1697668	IC50	4.72	4.72	19000.0	1
Solute carrier organic anion transporter family member 2B1 CHEMBL1743124	Ki	4.7	4.7	20000.0	1
Unchecked CHEMBL612545	IC50	4.53	4.53	29830.0	1
Solute carrier organic anion transporter family member 2B1 CHEMBL1743124	IC50	4.29	4.29	51000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Ka	0.284	uM	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Bcl-2-like protein 1	Ki	=	0.9	nM	9.05	Inhibition of FAM-GQVGRQLAIIGDDINR peptide binding to human Bcl-xL after 15 mins...	31129454
RPMI 8402	IC50	=	5.0	nM	8.3	Cytotoxicity towards lymphoblastoma (RPMI 8402) cells in human	-
KB 3-1	IC50	=	10.0	nM	8.0	Cytotoxicity against human epidermoid carcinoma (KB3-1) cell line	7658451
RPMI 8402	IC50	=	30.0	nM	7.52	Cytotoxicity against Human lymphoblast (RPMI 8402) cell line	7658451
RPMI 8402	IC50	=	30.0	nM	7.52	Cytotoxicity against human lymphoblast cell line RPMI 8402	8632422
HeLa	IC50	=	300.0	nM	6.52	Cytotoxicity against human HeLa cells after 72 hrs by MTT assay	21186067
RPMI 8402	IC50	=	500.0	nM	6.3	Cytotoxicity towards camptothecin resistant CPT-K5 cell line in human	-
MCF7	IC50	=	500.0	nM	6.3	Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay	21186067
PC-3	IC50	=	710.0	nM	6.15	Cytotoxicity towards prostatic carcinoma (PC3) cells in human	-
RPMI 8402	IC50	=	900.0	nM	6.05	Cytotoxicity against Camptothecin-resistant (CPT -K5) cell line	7658451
KB	IC50	=	1200.0	nM	5.92	Cytotoxicity against human epidermoid carcinoma vinblastine-selected multidrug-r...	7658451
SK-MEL	IC50	=	1600.0	nM	5.8	Cytotoxicity towards melanoma (SK-Mel) cells in human	-
A2780	IC50	=	1905.46	nM	5.72	Cytotoxicity against human A2780 cells after 72 hrs by MTT assay	17890094
NON-PROTEIN TARGET	IC50	=	4200.0	nM	5.38	Cytotoxicity against human U87 cells after 72 hrs by MTT assay	21186067
DU-145	IC50	=	4250.0	nM	5.37	Cytotoxicity against human DU145 cells after 48 hrs by sulforhodamine B assay	25083189
Solute carrier organic anion transporter family member 1B3	Ki	=	16000.0	nM	4.8	Inhibition of human liver OATP1B3 expressed in HEK293 Flp-In cells assessed as r...	22541068
Solute carrier organic anion transporter family member 1B3	IC50	=	18000.0	nM	4.75	Inhibition of human liver OATP1B3 expressed in HEK293 Flp-In cells assessed as r...	22541068
Solute carrier organic anion transporter family member 1B1	Ki	=	18000.0	nM	4.75	Inhibition of human liver OATP1B1 expressed in HEK293 Flp-In cells assessed as r...	22541068
Solute carrier organic anion transporter family member 1B1	IC50	=	19000.0	nM	4.72	Inhibition of human liver OATP1B1 expressed in HEK293 Flp-In cells assessed as r...	22541068
Solute carrier organic anion transporter family member 2B1	Ki	=	20000.0	nM	4.7	Inhibition of human liver OATP2B1 expressed in HEK293 Flp-In cells assessed as r...	22541068

Literature References

PubMed	DOI	Target Context	# Activities
27301676	10.1016/j.bmc.2016.06.010	Candida albicans	11
18936189	10.1128/aac.00921-08	Escherichia coli	10
12930141	10.1021/jm030114w	NON-PROTEIN TARGET	8
11602674	-	ATP-dependent translocase ABCB1	7
12930141	10.1021/jm030114w	Nucleic Acid	6
28513176	10.1021/acs.jmedchem.7b00191	Staphylococcus aureus	4
22541068	10.1021/jm300212s	Solute carrier organic anion transporter family member 1B1	3
22541068	10.1021/jm300212s	Solute carrier organic anion transporter family member 2B1	3
22541068	10.1021/jm300212s	Solute carrier organic anion transporter family member 1B3	3
21186067	10.1016/j.ejmech.2010.11.046	Calf thymus DNA	2
21186067	10.1016/j.ejmech.2010.11.046	HeLa	2
25083189	10.1039/c4md00140k	Staphylococcus aureus	2
-	10.1016/S0960-894X(01)80831-3	RPMI 8402	2
25083189	10.1039/c4md00140k	Escherichia coli	2
15067695	10.1002/jps.20046	ATP-dependent translocase ABCB1	2
27301676	10.1016/j.bmc.2016.06.010	ADMET	2
28513176	10.1021/acs.jmedchem.7b00191	Escherichia coli	2
12668685	10.1074/jbc.m301358200	Broad substrate specificity ATP-binding cassette transporter ABCG2	2
25083189	10.1039/c4md00140k	Unchecked	2
7658451	10.1021/jm00018a024	RPMI 8402	2

Data from ChEMBL 36 via Core Engine