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Compound Detail

CHEMBL5190568

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Cc1ccc(S(=O)(=O)Nc2cc(C(=O)NCc3ccc(C)nc3)ccc2C)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5190568
Phase Preclinical
Structure Type MOL
InChI Key ZKRBQBKMMRYJKN-UHFFFAOYSA-N
17
Targets
22
Activities
1
Assay Types
12
PK Parameters
20
Publications
0
Known Names

Molecular Properties

409.5
MW (Da)
3.74
ALogP
4
HBA
2
HBD
88.2
PSA (Ų)
0.65
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H23N3O3S
MW 409.51
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -2.02

Activity Summary

IC50 22 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NCI-H1437
CHEMBL1075513
 IC50 8.7 8.7 2.0 1
B16-F10
CHEMBL612656
 IC50 8.7 8.7 2.0 1
HepG2
CHEMBL395
 IC50 8.52 8.52 3.0 1
HCT-116
CHEMBL394
 IC50 8.4 8.4 4.0 1
DU-145
CHEMBL613508
 IC50 8.4 8.11 4.0 5
NCI-H1299
CHEMBL612255
 IC50 8.4 8.4 4.0 1
MCF7
CHEMBL387
 IC50 8.22 8.22 6.0 1
HGC-27
CHEMBL1075463
 IC50 8.22 8.22 6.0 1
MDA-MB-231
CHEMBL400
 IC50 8.05 8.05 9.0 1
MCF7R
CHEMBL614327
 IC50 7.85 7.85 14.0 1
SW1990
CHEMBL1075592
 IC50 7.82 7.82 15.0 1
BGC-823
CHEMBL614526
 IC50 7.68 7.68 21.0 1
HCT-8
CHEMBL613510
 IC50 7.66 7.66 22.0 1
A549
CHEMBL392
 IC50 7.6 7.56 25.0 2
HUVEC
CHEMBL613979
 IC50 7.5 7.5 32.0 1
Vero
CHEMBL391
 IC50 7.4 7.4 40.0 1
NCI-H460
CHEMBL396
 IC50 7.11 7.11 77.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 534.0 ng.hr.mL-1 Mus musculus
AUC 2577.0 ng.hr.mL-1 Mus musculus
CL 61.5 mL.min-1.kg-1 Mus musculus
Cmax 6703.13 nM Mus musculus
F 48.2 % Mus musculus
T1/2 0.4333 hr Mus musculus
T1/2 0.03833 hr Rattus norvegicus
T1/2 1.583 hr Macaca mulatta
T1/2 2.2 hr Canis lupus familiaris
T1/2 0.4 hr Homo sapiens
T1/2 0.18 hr Mus musculus
Tmax 0.083 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
B16-F10 IC50 = 2.0 nM 8.7 Antiproliferative activity against mouse B16-F10 cells assessed as inhibition of... 36511661
NCI-H1437 IC50 = 2.0 nM 8.7 Antiproliferative activity against human NCI-H1437 cells assessed as inhibition ... 36511661
HepG2 IC50 = 3.0 nM 8.52 Antiproliferative activity against human HepG2 cells assessed as inhibition of c... 36511661
DU-145 IC50 = 4.0 nM 8.4 Antiproliferative activity against human DU-145 cells assessed as inhibition of ... 36511661
NCI-H1299 IC50 = 4.0 nM 8.4 Antiproliferative activity against human NCI-H1299 cells assessed as inhibition ... 36511661
HCT-116 IC50 = 4.0 nM 8.4 Antiproliferative activity against human HCT-116 cells assessed as inhibition of... 36511661
HGC-27 IC50 = 6.0 nM 8.22 Antiproliferative activity against human HGC-27 cells assessed as inhibition of ... 36511661
MCF7 IC50 = 6.0 nM 8.22 Antiproliferative activity against human MCF7 cells assessed as inhibition of ce... 36511661
DU-145 IC50 = 8.0 nM 8.1 Antiproliferative activity against human DU-145 cells assessed as inhibition of ... 36511661
DU-145 IC50 = 9.0 nM 8.05 Antiproliferative activity against human DU-145 cells assessed as inhibition of ... 36511661
MDA-MB-231 IC50 = 9.0 nM 8.05 Antiproliferative activity against human MDA-MB-231 cells assessed as inhibition... 36511661
DU-145 IC50 = 10.0 nM 8.0 Antiproliferative activity against human DU-145 cells assessed as inhibition of ... 36511661
DU-145 IC50 = 10.0 nM 8.0 Antiproliferative activity against human DU-145 cells assessed as inhibition of ... 36511661
MCF7R IC50 = 14.0 nM 7.85 Antiproliferative activity against paclitaxel-resistant human MCF7R cells assess... 36511661
SW1990 IC50 = 15.0 nM 7.82 Antiproliferative activity against human SW1990 cells assessed as inhibition of ... 36511661
BGC-823 IC50 = 21.0 nM 7.68 Antiproliferative activity against human BGC-823 cells assessed as inhibition of... 36511661
HCT-8 IC50 = 22.0 nM 7.66 Antiproliferative activity against human HCT-8 cells assessed as inhibition of c... 36511661
A549 IC50 = 25.0 nM 7.6 Antiproliferative activity against human A549 cells assessed as inhibition of ce... 36511661
A549 IC50 = 30.0 nM 7.52 Antiproliferative activity against paclitaxel-resistant human A549 cells assesse... 36511661
HUVEC IC50 = 32.0 nM 7.5 Anti-angiogenesis activity against HUVEC cells assessed as inhibition of cell gr... 36511661

Literature References

PubMed DOI Target Context # Activities
36511661 10.1021/acs.jmedchem.2c01208 DU-145 24
36511661 10.1021/acs.jmedchem.2c01208 ADMET 21
36511661 10.1021/acs.jmedchem.2c01208 Unchecked 9
36511661 10.1021/acs.jmedchem.2c01208 Tubulin 5
36511661 10.1021/acs.jmedchem.2c01208 A549 3
36511661 10.1021/acs.jmedchem.2c01208 NCI-H1299 3
36511661 10.1021/acs.jmedchem.2c01208 B16-F10 2
36511661 10.1021/acs.jmedchem.2c01208 Vero 1
36511661 10.1021/acs.jmedchem.2c01208 Voltage-gated inwardly rectifying potassium channel KCNH2 1
36511661 10.1021/acs.jmedchem.2c01208 MCF7R 1
36511661 10.1021/acs.jmedchem.2c01208 HUVEC 1
36511661 10.1021/acs.jmedchem.2c01208 SW1990 1
36511661 10.1021/acs.jmedchem.2c01208 HCT-8 1
36511661 10.1021/acs.jmedchem.2c01208 HCT-116 1
36511661 10.1021/acs.jmedchem.2c01208 HepG2 1
36511661 10.1021/acs.jmedchem.2c01208 MDA-MB-231 1
36511661 10.1021/acs.jmedchem.2c01208 MCF7 1
36511661 10.1021/acs.jmedchem.2c01208 HGC-27 1
36511661 10.1021/acs.jmedchem.2c01208 BGC-823 1
36511661 10.1021/acs.jmedchem.2c01208 NCI-H1437 1

Data from ChEMBL 36 via Core Engine