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Compound Detail

CHEMBL13659

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Nc1nc(N)c(CCCNc2ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc2)c(O)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL13659
Phase Preclinical
Structure Type MOL
InChI Key CPVRCGLCOADOPV-ZDUSSCGKSA-N
13
Targets
32
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

432.4
MW (Da)
0.44
ALogP
9
HBA
7
HBD
213.8
PSA (Ų)
0.24
QED
1
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H24N6O6
MW 432.44
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -0.43

Activity Summary

IC50 31 meas. best 7.43
Ki 1 meas. best 6.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MCF7
CHEMBL387
 IC50 7.43 6.43 37.0 3
A-427
CHEMBL614515
 IC50 7.37 7.37 43.0 1
WiDr
CHEMBL614647
 IC50 7.35 7.35 45.0 1
CCRF-CEM
CHEMBL382
 IC50 7.33 6.91 47.0 3
SW480
CHEMBL612544
 IC50 7.3 7.3 50.0 1
MOLT-4
CHEMBL614177
 IC50 7.24 6.36 58.0 3
Unchecked
CHEMBL612545
 IC50 7.1 6.236 80.0 5
L cells
CHEMBL612266
 IC50 7.06 7.06 88.0 1
Detroit 98
CHEMBL614059
 IC50 6.96 6.96 110.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.47 6.47 340.0 1
Bifunctional purine biosynthesis protein ATIC
CHEMBL2277
 IC50 6.16 5.6367 700.0 3
Bifunctional purine biosynthesis protein ATIC
CHEMBL2518
 IC50 6.16 4.5625 700.0 4
MOLT-4
CHEMBL614177
 Ki 6.0 6.0 1000.0 1
Trifunctional purine biosynthetic protein adenosine-3
CHEMBL3972
 IC50 5.52 5.52 3000.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MCF7 IC50 = 37.0 nM 7.43 In vitro inhibition of growth of MCF-7 human breast adenocarcinoma using 72 hour... 1573633
MCF7 IC50 = 37.0 nM 7.43 Antitumor activity on MCF-7 breast adenocarcinoma cell lines 2299624
A-427 IC50 = 43.0 nM 7.37 Antitumor activity on A-427 lung carcinoma cell lines 2299624
WiDr IC50 = 45.0 nM 7.35 Antitumor activity on WiDr colon adenocarcinoma cell lines 2299624
CCRF-CEM IC50 = 47.0 nM 7.33 Antitumor activity on CCRF-CEM T-cell acute lymphoblastic leukemia cell lines 2299624
SW480 IC50 = 50.0 nM 7.3 Antitumor activity on SW 480 colon adenocarcinoma cell lines 2299624
MOLT-4 IC50 = 58.0 nM 7.24 Antitumor activity on MOLT-4 T-cell acute lymphoblastic leukemia cell lines 2299624
Unchecked IC50 = 80.0 nM 7.1 Hexaglutamyl homologue inhibition activity against the Glycinamide ribonucleotid... 2299624
L cells IC50 = 88.0 nM 7.06 Evaluated in vitro for ability to inhibit the L cell lines. 2299624
Detroit 98 IC50 = 110.0 nM 6.96 Evaluated in vitro for ability to inhibit the Detroit 98 cell lines 2299624
CCRF-CEM IC50 = 198.0 nM 6.7 Cytotoxicity against human lymphoblastic leukemic CCRF-CEM cell line was evaluat... 1552503
CCRF-CEM IC50 = 198.0 nM 6.7 In vitro antitumor activity was assessed from rate of cell growth of CCRF/CEM ce... 8027993
Unchecked IC50 = 260.0 nM 6.58 Hexaglutamyl homologue inhibition activity against the Glycinamide ribonucleotid... 2299624
NON-PROTEIN TARGET IC50 = 340.0 nM 6.47 Triglutamyl homologue inhibition activity against Glycinamide ribonucleotide tra... 2299624
Unchecked IC50 = 400.0 nM 6.4 Diglutamyl homologue inhibition activity against the Glycinamide ribonucleotide ... 2299624
Bifunctional purine biosynthesis protein ATIC IC50 = 700.0 nM 6.16 Hexaglutamyl homologue inhibition activity against the AICAR formyltransferase w... 2299624
Bifunctional purine biosynthesis protein ATIC IC50 = 700.0 nM 6.16 Hexaglutamyl homologue inhibition activity against the AICAR formyltransferase w... 2299624
MOLT-4 Ki = 1000.0 nM 6.0 Inhibition of the uptake of [3H]MTX influx into MOLT-4 cells. 1995883
MOLT-4 IC50 = 1200.0 nM 5.92 Compound was evaluated for inhibition of [3H]methotrexate uptake into MOLT-4 cel... 1573633
MOLT-4 IC50 = 1200.0 nM 5.92 Ability to inhibit [3H]methotrexate transport into MOLT-4 cells in vitro 8027993

Literature References

PubMed DOI Target Context # Activities
2299624 10.1021/jm00164a014 Unchecked 7
2299624 10.1021/jm00164a014 Bifunctional purine biosynthesis protein ATIC 7
2299624 10.1021/jm00164a014 L cells 5
1552503 10.1021/jm00084a016 CCRF-CEM 4
2299624 10.1021/jm00164a014 P388 4
1995883 10.1021/jm00106a021 ADMET 3
2299624 10.1021/jm00164a014 C-1-tetrahydrofolate synthase, cytoplasmic 3
1573633 10.1021/jm00086a008 Folylpolyglutamate synthase, mitochondrial 2
8027993 10.1021/jm00039a025 Folylpolyglutamate synthase, mitochondrial 2
2299624 10.1021/jm00164a014 ADMET 2
2299624 10.1021/jm00164a014 NON-PROTEIN TARGET 2
2299624 10.1021/jm00164a014 Trifunctional purine biosynthetic protein adenosine-3 1
8027993 10.1021/jm00039a025 CCRF-CEM 1
2299624 10.1021/jm00164a014 A-427 1
2299624 10.1021/jm00164a014 MCF7 1
2299624 10.1021/jm00164a014 WiDr 1
2299624 10.1021/jm00164a014 Serine hydroxymethyltransferase, cytosolic 1
2299624 10.1021/jm00164a014 CCRF-CEM 1
2299624 10.1021/jm00164a014 Thymidylate synthase 1
2299624 10.1021/jm00164a014 Dihydrofolate reductase 1

Data from ChEMBL 36 via Core Engine