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Compound Detail

CHEMBL1230584

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COc1c(C)cnc(Cn2cc(C#CCC(C)(C)O)c3c(Cl)nc(N)nc32)c1C

Basic Information

ChEMBL ID CHEMBL1230584
Phase Preclinical
Structure Type MOL
InChI Key VOASEWXFCTZRDF-UHFFFAOYSA-N
3
Targets
5
Activities
3
Assay Types
25
PK Parameters
19
Publications
0
Known Names

Molecular Properties

413.9
MW (Da)
3.25
ALogP
7
HBA
2
HBD
99.1
PSA (Ų)
0.50
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H24ClN5O2
MW 413.91
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.68

Activity Summary

Ki 3 meas. best 9.7
EC50 1 meas. best 7.85
IC50 1 meas. best 8.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Heat shock protein HSP 90-alpha
CHEMBL3880
Ki 9.7 9.7 0.2 1
Heat shock protein HSP 90-alpha
CHEMBL3880
IC50 8.96 8.96 1.1 1
Heat shock protein HSP 90-alpha
CHEMBL3880
EC50 7.85 7.85 14.0 1
Endoplasmin
CHEMBL1075323
Ki 7.21 7.21 61.0 1
Heat shock protein 75 kDa, mitochondrial
CHEMBL1075132
Ki 6.59 6.59 255.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 8159.0 ng.hr.mL-1 Mus musculus
AUC 5186.0 ng.hr.mL-1 Mus musculus
AUC 4713.0 ng.hr.mL-1 Mus musculus
AUC 2118.0 ng.hr.mL-1 Mus musculus
AUC 4419.0 ng.hr.mL-1 Mus musculus
CL 119.0 mL.min-1.kg-1 Homo sapiens
CL 276.0 mL.min-1.kg-1 Rattus norvegicus
CL 727.0 mL.min-1.kg-1 Mus musculus
Cmax 4558.96 nM Mus musculus
Cmax 5179.87 nM Mus musculus
Cmax 3493.51 nM Mus musculus
Cmax 2017.35 nM Mus musculus
Cmax 3759.27 nM Mus musculus
Fu 0.033 - Homo sapiens
Fu 0.058 - Rattus norvegicus
Fu 0.034 - Mus musculus
T1/2 2.0 hr Mus musculus
T1/2 1.6 hr Mus musculus
T1/2 2.1 hr Mus musculus
T1/2 1.2 hr Mus musculus
T1/2 1.5 hr Mus musculus
Tmax 1.0 hr Mus musculus
Tmax 0.5 hr Mus musculus
Tmax 0.083 hr Mus musculus
Tmax 0.5 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22938030 10.1021/jm300810x Mus musculus 20
22938030 10.1021/jm300810x Heat shock protein HSP90 19
22938030 10.1021/jm300810x Plasma 7
22938030 10.1021/jm300810x ADMET 6
22938030 10.1021/jm300810x Brain 5
22938030 10.1021/jm300810x Spleen 5
22938030 10.1021/jm300810x NCI-N87 5
22938030 10.1021/jm300810x Heat shock protein HSP 90-alpha 4
22938030 10.1021/jm300810x Liver microsomes 2
22938030 10.1021/jm300810x Caco-2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
22938030 10.1021/jm300810x NON-PROTEIN TARGET 1
22938030 10.1021/jm300810x Serum 1
22938030 10.1021/jm300810x Liver 1
22938030 10.1021/jm300810x Endoplasmin 1
22938030 10.1021/jm300810x Heat shock protein 75 kDa, mitochondrial 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1

Data from ChEMBL 36 via Core Engine