Compound Detail

CHEMBL267099

TUBERCIDIN

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

Nc1ncnc2c1ccn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL267099
Name	TUBERCIDIN
Phase	Preclinical
Structure Type	MOL
InChI Key	HDZZVAMISRMYHH-KCGFPETGSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

266.3

MW (Da)

-1.38

ALogP

HBA

HBD

126.7

PSA (Å²)

0.53

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	C11H14N4O4
MW	266.26
Aromatic Rings	2
Heavy Atoms	19
NP-Likeness	1.10

Activity Summary

IC50 43 meas. best 8.7

EC50 27 meas. best 7.44

Ki 5 meas. best 6.3

Kd 2 meas. best 4.55

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HEp-2 CHEMBL614735	IC50	8.7	8.7	2.0	1
T47D CHEMBL614361	IC50	7.89	7.89	13.0	1
Enterovirus C CHEMBL612462	IC50	7.52	7.52	30.0	1
Trypanosoma brucei rhodesiense CHEMBL612348	EC50	7.44	7.44	36.0	2
L1210 CHEMBL386	IC50	7.4	7.342	40.0	5
A-375 CHEMBL613859	IC50	7.37	7.37	43.0	1
A549 CHEMBL392	IC50	7.36	7.36	44.0	1
HepG2 CHEMBL395	IC50	7.3	7.3	50.0	1
Homo sapiens CHEMBL372	IC50	7.22	7.22	60.0	2
NHDF CHEMBL614200	IC50	7.16	7.16	70.0	1
PC-3 CHEMBL390	IC50	7.12	7.12	76.0	1
HCT-116 CHEMBL394	IC50	7.09	7.09	82.0	1
HeLa S3 CHEMBL4296436	IC50	7.0	7.0	100.0	1
CCRF-CEM CHEMBL382	IC50	6.96	6.96	110.0	1
Leishmania infantum CHEMBL612848	EC50	6.89	6.89	130.0	2
SK-OV-3 CHEMBL614925	IC50	6.88	6.88	131.0	1
HL-60 CHEMBL383	IC50	6.85	6.85	140.0	1
Trypanosoma brucei CHEMBL612849	EC50	6.82	5.885	150.0	4
Trypanosoma brucei brucei CHEMBL612851	EC50	6.8	6.48	160.0	3
Unchecked CHEMBL612545	EC50	6.69	6.33	204.0	4
DU-145 CHEMBL613508	IC50	6.59	6.59	256.0	1
ADMET CHEMBL612558	IC50	6.52	6.2038	300.0	8
Trypanosoma cruzi CHEMBL368	EC50	6.47	6.47	340.0	2
HFF CHEMBL614071	IC50	6.4	6.3	400.0	3
Human betaherpesvirus 5 CHEMBL371	IC50	6.3	6.3	500.0	4
Unchecked CHEMBL612545	Ki	6.3	5.072	500.0	5
SARS-CoV-2 CHEMBL4303835	EC50	6.23	6.23	590.0	1
Programmed cell death protein 4 CHEMBL1781868	IC50	6.06	6.06	880.0	1
Unchecked CHEMBL612545	IC50	6.0	5.58	1010.0	3
KB CHEMBL398	IC50	6.0	6.0	1000.0	1
NS5 CHEMBL4523952	EC50	5.89	5.89	1300.0	4
BJ CHEMBL614358	EC50	5.68	5.4133	2082.0	3
MRC5 CHEMBL614181	EC50	5.65	5.65	2230.0	1
Heat shock factor protein 1 CHEMBL5313	EC50	5.51	5.51	3057.0	1
Jurkat CHEMBL397	IC50	5.11	5.11	7830.0	1
Adenosine kinase CHEMBL3589	IC50	5.0	5.0	10000.0	1
Heat shock cognate 71 kDa protein CHEMBL1275223	Kd	4.55	4.55	28000.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HEp-2	IC50	=	2.0	nM	8.7	Compound was evaluated for cytotoxicity against H.Ep.-2 cells, and concentration...	6708054
T47D	IC50	=	13.0	nM	7.89	Cytotoxicity against human T47D cells assessed as cell growth inhibition	33132173
Enterovirus C	IC50	=	30.0	nM	7.52	Antiviral activity against Poliovirus infected in human HeLaS3 cells assessed as...	20964406
Trypanosoma brucei rhodesiense	EC50	=	36.0	nM	7.44	Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB900 incubat...	33667845
Trypanosoma brucei rhodesiense	EC50	=	36.0	nM	7.44	Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB900 measure...	33784107
L1210	IC50	=	40.0	nM	7.4	In vitro cytotoxicity was evaluated against the L1210 Murine leukemic cells	2913300
L1210	IC50	=	40.0	nM	7.4	Concentration required to decrease the growth rate to 50% of control was evaluat...	1310744
L1210	IC50	=	43.0	nM	7.37	Cytotoxicity in L1210 cell culture.	9057866
L1210	IC50	=	43.0	nM	7.37	Tested for in vitro cell growth inhibition of L1210 cells	8254613
A-375	IC50	=	43.0	nM	7.37	Cytotoxicity against human A-375 cells assessed as cell growth inhibition	33132173
A549	IC50	=	44.0	nM	7.36	Cytotoxicity against human A549 cells assessed as cell growth inhibition	33132173
HepG2	IC50	=	50.0	nM	7.3	Cytotoxicity against human HepG2 cells assessed as cell growth inhibition	35763869
Homo sapiens	IC50	=	60.0	nM	7.22	Concentration required to decrease the growth rate to 50% of control was evaluat...	1310744
Homo sapiens	IC50	=	60.0	nM	7.22	Tested for in vitro cell growth inhibition of H. Ep. 2 cells	8254613
L1210	IC50	=	67.7	nM	7.17	In vitro inhibition of L1210 (murine leukemia) cell growth.	6538600
NHDF	IC50	=	70.0	nM	7.16	Cytotoxicity against human NHDF cells assessed as cell growth inhibition	35763869
PC-3	IC50	=	76.0	nM	7.12	Cytotoxicity against human PC-3 cells assessed as cell growth inhibition	33132173
HCT-116	IC50	=	82.0	nM	7.09	Cytotoxicity against human HCT-116 cells assessed as cell growth inhibition	33132173
HeLa S3	IC50	=	100.0	nM	7.0	Cytotoxicity against human HeLa S3 cells assessed as cell growth inhibition	35763869
CCRF-CEM	IC50	=	110.0	nM	6.96	Cytotoxicity against human CCRF-CEM cells assessed as cell growth inhibition	35763869

Literature References

PubMed	DOI	Target Context	# Activities
2552118	10.1021/jm00130a024	Vaccinia virus	11
7783159	10.1021/jm00012a028	CHO-K1-BH4	9
30677668	10.1016/j.ejmech.2018.12.050	Trypanosoma brucei	7
3585910	10.1021/jm00389a005	Vero	6
3950905	10.1021/jm00152a007	Vero	6
30677668	10.1016/j.ejmech.2018.12.050	Unchecked	5
3950905	10.1021/jm00152a007	ADMET	5
3950905	10.1021/jm00152a007	HeLa	4
3820218	10.1021/jm00386a007	L1210	4
3585910	10.1021/jm00389a005	Oryctolagus cuniculus	4
2540332	10.1021/jm00125a024	HeLa	4
31549836	10.1021/acs.jmedchem.9b00775	NS5	4
3585910	10.1021/jm00389a005	HeLa	4
17977728	10.1016/j.bmc.2007.10.054	Unchecked	4
2754698	10.1021/jm00128a011	HeLa	4
3950905	10.1021/jm00152a007	WI-38	3
2540332	10.1021/jm00125a024	Vero	3
2540332	10.1021/jm00125a024	ADMET	3
20964406	10.1021/jm100593s	ADMET	3
3585910	10.1021/jm00389a005	WI-38	3

Data from ChEMBL 36 via Core Engine