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Compound Detail

CHEMBL1650308

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COc1cc(Cc2cnc(N)nc2N)cc(/C=C/C(=O)N2N=Cc3ccccc3C2c2cnc(N3CCOCC3)nc2)c1OC

Basic Information

ChEMBL ID CHEMBL1650308
Phase Preclinical
Structure Type MOL
InChI Key YTQNXENPQFRJGI-BQYQJAHWSA-N
3
Targets
4
Activities
1
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

607.7
MW (Da)
2.85
ALogP
12
HBA
2
HBD
167.2
PSA (Ų)
0.28
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C32H33N9O4
MW 607.68
Aromatic Rings 4
Heavy Atoms 45
NP-Likeness -0.49

Activity Summary

IC50 4 meas. best 7.91

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 7.91 7.36 12.2 2
Dihydrofolate reductase
CHEMBL1681620
IC50 6.91 6.91 124.4 1
HeLa
CHEMBL399
IC50 4.92 4.92 12000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 5590.0 ng.hr.mL-1 Mus musculus
Cmax 1629.15 nM Mus musculus
F 29.0 % Mus musculus
Tmax 6.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19188385 10.1128/aac.01619-08 Staphylococcus aureus 52
19188385 10.1128/aac.01619-08 Staphylococcus epidermidis 35
19738027 10.1128/aac.00845-09 Staphylococcus aureus 16
19546364 10.1128/aac.00377-09 Staphylococcus aureus 14
19546364 10.1128/aac.00377-09 Mus musculus 13
19546364 10.1128/aac.00377-09 Enterococcus faecalis 9
19738027 10.1128/aac.00845-09 NON-PROTEIN TARGET 8
19546364 10.1128/aac.00377-09 Enterococcus faecium 8
19546364 10.1128/aac.00377-09 Staphylococcus epidermidis 7
19738027 10.1128/aac.00845-09 Staphylococcus 4
19738027 10.1128/aac.00845-09 Streptococcus sp. 'group A' 4
19738027 10.1128/aac.00845-09 Streptococcus sp. 'group B' 4
19738027 10.1128/aac.00845-09 Streptococcus pneumoniae 4
19738027 10.1128/aac.00845-09 Listeria monocytogenes 4
19738027 10.1128/aac.00845-09 Corynebacterium sp. 4
19738027 10.1128/aac.00845-09 Streptococcus mitis 3
19546364 10.1128/aac.00377-09 Streptococcus pneumoniae 3
19546364 10.1128/aac.00377-09 Haemophilus influenzae 3
19546364 10.1128/aac.00377-09 Unchecked 2
19546364 10.1128/aac.00377-09 Dihydrofolate reductase 2

Data from ChEMBL 36 via Core Engine