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Compound Detail

CHEMBL349488

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Cc1nc(O)c2cc(CN(C)c3ccc(C(=O)N[C@@H](CCC(=O)N[C@H](CCC(=O)O)C(=O)O)C(=O)O)cc3)ccc2n1.O=C(O)C(F)(F)F

Basic Information

ChEMBL ID CHEMBL349488
Phase Preclinical
Structure Type MOL
InChI Key XXZQBSDYTRLNQL-NSLUPJTDSA-N
Parent Compound CHEMBL1184452
Active Moiety CHEMBL1184452
2
Targets
2
Activities
1
Assay Types
0
PK Parameters
3
Publications
0
Known Names

Molecular Properties

581.6
MW (Da)
1.68
ALogP
9
HBA
6
HBD
219.3
PSA (Ų)
0.16
QED
2
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H32F3N5O11
MW 695.60
Aromatic Rings 3
Heavy Atoms 42
NP-Likeness -0.76

Activity Summary

IC50 2 meas. best 7.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Thymidylate synthase
CHEMBL3160
IC50 7.47 7.47 34.0 1
L1210
CHEMBL386
IC50 5.5 5.5 3200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Thymidylate synthase IC50 = 34.0 nM 7.47 Inhibition of Thymidylate synthase activity in L1210 cells 8568829
L1210 IC50 = 3200.0 nM 5.5 Inhibition of L1210 cell growth 8568829

Literature References

PubMed DOI Target Context # Activities
8568829 10.1021/jm950471+ Thymidylate synthase 1
8568829 10.1021/jm950471+ L1210 1
8568829 10.1021/jm950471+ Mus musculus 1

Data from ChEMBL 36 via Core Engine