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Compound Detail

CHEMBL4213353

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COc1ncc(-c2ccc3ncc(C(=O)NCCN4CCOCC4)n3c2)cc1NS(=O)(=O)c1ccc(F)cc1F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4213353
Phase Preclinical
Structure Type MOL
InChI Key AOFNYCXYCYLTJD-UHFFFAOYSA-N
14
Targets
18
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

572.6
MW (Da)
2.55
ALogP
9
HBA
2
HBD
127.2
PSA (Ų)
0.31
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H26F2N6O5S
MW 572.59
Aromatic Rings 4
Heavy Atoms 40
NP-Likeness -2.15

Activity Summary

IC50 18 meas. best 9.51

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
PI3-kinase p110-alpha/p85-alpha
CHEMBL2111367
 IC50 9.51 9.405 0.3 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 IC50 9.51 9.405 0.3 2
HCT-116
CHEMBL394
 IC50 8.0 7.235 10.0 2
SNU-638
CHEMBL614935
 IC50 8.0 8.0 10.0 1
NCI-H1975
CHEMBL614348
 IC50 7.7 7.7 20.0 1
A549
CHEMBL392
 IC50 7.4 7.4 40.0 2
MDA-MB-231
CHEMBL400
 IC50 7.4 7.4 40.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 7.35 7.35 45.0 1
NCI-H1993
CHEMBL1075527
 IC50 7.3 7.3 50.0 1
HCC827
CHEMBL4296422
 IC50 7.1 7.1 80.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 IC50 7.05 7.05 89.0 1
PI3-kinase p110-delta/p85-alpha
CHEMBL2111432
 IC50 7.03 7.03 93.0 1
SK-HEP1
CHEMBL614912
 IC50 6.96 6.96 110.0 1
HUVEC
CHEMBL613979
 IC50 5.53 5.53 2940.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 0.31 nM 9.51 Inhibition of PI3Kalpha (unknown origin) using PIP2 as substrate incubated for 1... 36586298
PI3-kinase p110-alpha/p85-alpha IC50 = 0.31 nM 9.51 Inhibition of recombinant human full-length N-terminal His-tagged p110alpha/p85a... 32069401
PI3-kinase p110-alpha/p85-alpha IC50 = 0.5 nM 9.3 Inhibition of N-terminal His6-tagged recombinant full-length human p110alpha/unt... 28800461
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 0.5 nM 9.3 Inhibition of PI3K alpha (unknown origin) 38733884
HCT-116 IC50 = 10.0 nM 8.0 Antiproliferative activity against human HCT116 cells after 72 hrs by SRB assay 28800461
SNU-638 IC50 = 10.0 nM 8.0 Antiproliferative activity against human SNU638 cells after 72 hrs by SRB assay 28800461
NCI-H1975 IC50 = 20.0 nM 7.7 Antiproliferative activity against human NCI-H1975 cells by MTT assay 38733884
A549 IC50 = 40.0 nM 7.4 Antiproliferative activity against human A549 cells by MTT assay 38733884
A549 IC50 = 40.0 nM 7.4 Antiproliferative activity against human A549 cells after 72 hrs by SRB assay 28800461
MDA-MB-231 IC50 = 40.0 nM 7.4 Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by SRB as... 28800461
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 45.0 nM 7.35 Inhibition of N-terminal His6-tagged recombinant full-length human PI3Kgamma exp... 28800461
NCI-H1993 IC50 = 50.0 nM 7.3 Antiproliferative activity against human NCI-H1993 cells by MTT assay 38733884
HCC827 IC50 = 80.0 nM 7.1 Antiproliferative activity against human HCC827 cells by MTT assay 38733884
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 89.0 nM 7.05 Inhibition of PI3Kbeta (unknown origin) using PIP2 as substrate by HTRF colorime... 28800461
PI3-kinase p110-delta/p85-alpha IC50 = 93.0 nM 7.03 Inhibition of p110delta/p85alpha (unknown origin) using PIP2 as substrate by HTR... 28800461
SK-HEP1 IC50 = 110.0 nM 6.96 Antiproliferative activity against human SKHEP1 cells after 72 hrs by SRB assay 28800461
HCT-116 IC50 = 340.0 nM 6.47 Cytotoxicity against human HCT116 cells harboring PIK3CA mutant assessed as redu... 32069401
HUVEC IC50 = 2940.0 nM 5.53 Cytotoxicity against against HUVEC after 72 hrs by SRB assay 28800461

Literature References

PubMed DOI Target Context # Activities
28800461 10.1016/j.ejmech.2017.07.074 Unchecked 3
32069401 10.1021/acs.jmedchem.9b01736 PI3-kinase p110-alpha/p85-alpha 2
28800461 10.1016/j.ejmech.2017.07.074 PI3-kinase p110-delta/p85-alpha 1
38733884 10.1016/j.ejmech.2024.116477 HCC827 1
38733884 10.1016/j.ejmech.2024.116477 NCI-H1993 1
38733884 10.1016/j.ejmech.2024.116477 NCI-H1975 1
38733884 10.1016/j.ejmech.2024.116477 A549 1
38733884 10.1016/j.ejmech.2024.116477 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 1
36586298 10.1016/j.ejmech.2022.115030 HT-29 1
36586298 10.1016/j.ejmech.2022.115030 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 1
32069401 10.1021/acs.jmedchem.9b01736 HCT-116 1
28800461 10.1016/j.ejmech.2017.07.074 HCT-116 1
28800461 10.1016/j.ejmech.2017.07.074 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1
28800461 10.1016/j.ejmech.2017.07.074 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 1
28800461 10.1016/j.ejmech.2017.07.074 PI3-kinase p110-alpha/p85-alpha 1
28800461 10.1016/j.ejmech.2017.07.074 HUVEC 1
28800461 10.1016/j.ejmech.2017.07.074 A549 1
28800461 10.1016/j.ejmech.2017.07.074 SNU-638 1
28800461 10.1016/j.ejmech.2017.07.074 MDA-MB-231 1
28800461 10.1016/j.ejmech.2017.07.074 SK-HEP1 1

Data from ChEMBL 36 via Core Engine