Compound Detail

CHEMBL317514

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C#C[C@]1(O)[C@@H](CO)O[C@@H](n2ccc(=O)[nH]c2=O)[C@@H]1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL317514
Phase	Preclinical
Structure Type	MOL
InChI Key	KNGMLOFYXFWJLZ-YNCDLQQUSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

268.2

MW (Da)

-2.85

ALogP

HBA

HBD

124.8

PSA (Å²)

0.43

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C11H12N2O6
MW	268.23
Aromatic Rings	1
Heavy Atoms	19
NP-Likeness	1.23

Activity Summary

IC50 49 meas. best 7.89

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sarcoma-180 CHEMBL614895	IC50	7.89	7.89	13.0	1
SNU-C2A CHEMBL614304	IC50	7.75	7.75	18.0	1
A-375 CHEMBL613859	IC50	7.68	7.68	21.0	1
HT-1080 CHEMBL614580	IC50	7.62	7.21	24.0	2
MKN-45 CHEMBL614354	IC50	7.62	7.62	24.0	1
A549 CHEMBL392	IC50	7.54	7.54	29.0	1
KB CHEMBL398	IC50	7.54	7.54	29.0	3
KATO III stomach cancer cell line CHEMBL612700	IC50	7.51	7.51	31.0	1
T-24 CHEMBL614774	IC50	7.47	7.075	34.0	2
NUGC-3 CHEMBL614208	IC50	7.47	7.47	34.0	1
AZ-521 cell line CHEMBL614274	IC50	7.44	7.44	36.0	1
HCT-15 CHEMBL612263	IC50	7.37	7.245	43.0	2
MKN-28 CHEMBL614353	IC50	7.28	7.19	52.0	3
PANC-1 CHEMBL614139	IC50	7.27	6.115	54.0	2
COLO 320DM CHEMBL614562	IC50	7.22	7.22	60.0	2
DLD-1 CHEMBL614285	IC50	7.18	7.18	66.0	1
SK-MEL-28 CHEMBL614919	IC50	7.07	7.07	86.0	1
ST-KM-1 CHEMBL613972	IC50	7.07	7.07	86.0	1
Lu-65 CHEMBL614694	IC50	7.05	7.05	89.0	1
KK-47 cell line CHEMBL614674	IC50	7.05	7.05	89.0	1
NCI-H417 CHEMBL613517	IC50	6.96	6.96	110.0	1
SW48 CHEMBL614055	IC50	6.92	6.92	120.0	1
L1210 CHEMBL386	IC50	6.89	6.89	130.0	2
QG-56 CHEMBL612268	IC50	6.82	6.82	150.0	1
KKLS CHEMBL613996	IC50	6.72	6.72	190.0	1
PC-9 CHEMBL614102	IC50	6.72	6.72	190.0	1
MCF7 CHEMBL387	IC50	6.7	6.7	200.0	1
NUGC-4 CHEMBL613519	IC50	6.66	6.66	220.0	1
NCI-H84 CHEMBL614196	IC50	6.64	6.64	230.0	1
fLS CHEMBL614498	IC50	6.64	6.64	230.0	1
Unchecked CHEMBL612545	IC50	6.55	6.55	280.0	1
A-431 CHEMBL614069	IC50	6.54	6.54	290.0	1
PC-8 CHEMBL614101	IC50	6.48	6.48	330.0	1
SW480 CHEMBL612544	IC50	6.47	6.47	340.0	1
QG-96 CHEMBL614382	IC50	6.42	6.42	380.0	1
NAKAJIMA CHEMBL614134	IC50	6.11	6.11	780.0	1
QG-90 CHEMBL614242	IC50	6.0	6.0	1000.0	1
HOS CHEMBL614736	IC50	5.75	5.75	1800.0	1
STSA-1 cell line CHEMBL614303	IC50	5.72	5.72	1900.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sarcoma-180	IC50	=	13.0	nM	7.89	Cytotoxicity against sarcoma -180 cells was measured by uridine/cytidine kinase(...	9667977
SNU-C2A	IC50	=	18.0	nM	7.75	Compound was tested for its inhibitory effect on the growth of SUN-C2A tumor cel...	-
A-375	IC50	=	21.0	nM	7.68	In vitro tumor cell growth inhibitory activity against Human melanoma cell lines...	8960561
MKN-45	IC50	=	24.0	nM	7.62	Compound was tested for its inhibitory effect on the growth of MKN-45 tumor cell...	-
HT-1080	IC50	=	24.0	nM	7.62	Compound was tested for its inhibitory effect on the growth of HT1080 sarcoma tu...	-
A549	IC50	=	29.0	nM	7.54	Compound was tested for its inhibitory effect on the growth of A-549 tumor cell ...	-
KB	IC50	=	29.0	nM	7.54	Concentration required to inhibit 50% of human epidermoid KB cell growth was mea...	9667977
KB	IC50	=	29.0	nM	7.54	In vitro tumor cell growth inhibitory activity against human nasopharyngeal KB c...	8960561
KB	IC50	=	29.0	nM	7.54	In vitro tumor cell growth inhibitory activity against Human melanoma cell lines...	8960561
KATO III stomach cancer cell line	IC50	=	31.0	nM	7.51	In vitro tumor cell growth inhibitory activity of Human stomach (adenocarcinoma)...	8960561
NUGC-3	IC50	=	34.0	nM	7.47	Compound was tested for its inhibitory effect on the growth of NUGC-3 tumor cell...	-
T-24	IC50	=	34.0	nM	7.47	Compound was tested for its inhibitory effect on the growth of T24 tumor cell li...	-
AZ-521 cell line	IC50	=	36.0	nM	7.44	Compound was tested for its inhibitory effect on the growth of AZ-521 tumor cell...	-
HCT-15	IC50	=	43.0	nM	7.37	Compound was tested for its inhibitory effect on the growth of HCT-15 tumor cell...	-
MKN-28	IC50	=	52.0	nM	7.28	In vitro tumor cell growth inhibitory activity against Human stomach (adenocarci...	8960561
PANC-1	IC50	=	54.0	nM	7.27	In vitro tumor cell growth inhibitory activity against Human pancreas (adenocarc...	8960561
COLO 320DM	IC50	=	60.0	nM	7.22	In vitro tumor cell growth inhibitory activity against Human colon (adenocarcino...	8960561
COLO 320DM	IC50	=	60.0	nM	7.22	Compound was tested for its inhibitory effect on the growth of COLO 320DM tumor ...	-
MKN-28	IC50	=	65.0	nM	7.19	In vitro tumor cell growth inhibitory activity against Human stomach (adenocarci...	8960561
DLD-1	IC50	=	66.0	nM	7.18	Compound was tested for its inhibitory effect on the growth of DLD-1 tumor cell ...	-

Literature References

PubMed	DOI	Target Context	# Activities
8960561	10.1021/jm960537g	Mus musculus	11
9667977	10.1021/jm9801814	KB	2
-	10.1016/0960-894X(96)00339-3	AZ-521 cell line	2
9667977	10.1021/jm9801814	L1210	2
9667977	10.1021/jm9801814	Sarcoma-180	2
8960561	10.1021/jm960537g	KB	2
8960561	10.1021/jm960537g	MKN-28	2
-	10.1016/0960-894X(96)00339-3	DLD-1	2
8960561	10.1021/jm960537g	PANC-1	2
-	10.1016/0960-894X(96)00339-3	A549	1
-	10.1016/0960-894X(96)00339-3	Co-3	1
-	10.1016/0960-894X(96)00339-3	H-81	1
-	10.1016/0960-894X(96)00339-3	HT-1080	1
-	10.1016/0960-894X(96)00339-3	T-24	1
-	10.1016/0960-894X(96)00339-3	PANC-1	1
-	10.1016/0960-894X(96)00339-3	MKN-28	1
-	10.1016/0960-894X(96)00339-3	SNU-C2A	1
-	10.1016/0960-894X(96)00339-3	SW48	1
-	10.1016/0960-894X(96)00339-3	COLO 320DM	1
-	10.1016/0960-894X(96)00339-3	NUGC-3	1

Data from ChEMBL 36 via Core Engine