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Compound Detail

CHEMBL4444211

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Nc1cc(F)ccc1NC(=O)c1ccc(CNC(=O)/C=C/c2ccccc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4444211
Phase Preclinical
Structure Type MOL
InChI Key ROCSVJSPJGRGIX-MDWZMJQESA-N
7
Targets
11
Activities
1
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

389.4
MW (Da)
3.99
ALogP
3
HBA
3
HBD
84.2
PSA (Ų)
0.44
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H20FN3O2
MW 389.43
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -1.21

Activity Summary

IC50 11 meas. best 7.58

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 1
CHEMBL325
 IC50 7.58 7.58 26.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 6.85 6.85 140.0 1
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)
CHEMBL2111363
 IC50 6.44 6.44 360.0 1
K562
CHEMBL385
 IC50 6.42 6.41 380.0 2
HL-60
CHEMBL383
 IC50 6.05 5.935 890.0 2
HEL
CHEMBL613888
 IC50 5.82 5.73 1500.0 2
HCT-116
CHEMBL394
 IC50 5.58 5.295 2600.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 1 IC50 = 26.0 nM 7.58 Inhibition of recombinant full length human HDAC1 (1 to 482 residues) expressed ... 31938461
Histone deacetylase 2 IC50 = 140.0 nM 6.85 Inhibition of recombinant human C-terminal His-tagged HDAC2 expressed in baculov... 31938461
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) IC50 = 360.0 nM 6.44 Inhibition of human recombinant C-terminal His-tagged HDAC3/NCOR2 (395 to 489 re... 31938461
K562 IC50 = 380.0 nM 6.42 Antiproliferative activity against human K562 cells assessed as reduction in cel... 31938461
K562 IC50 = 400.0 nM 6.4 Antiproliferative activity against human K562 cells NAMPT deficient assessed as ... 31938461
HL-60 IC50 = 890.0 nM 6.05 Antiproliferative activity against human HL60 cells NAMPT deficient assessed as ... 31938461
HL-60 IC50 = 1500.0 nM 5.82 Antiproliferative activity against human HL60 cells assessed as reduction in cel... 31938461
HEL IC50 = 1500.0 nM 5.82 Antiproliferative activity against human HEL cells assessed as reduction in cell... 31938461
HEL IC50 = 2300.0 nM 5.64 Antiproliferative activity against human HEL cells NAMPT deficient assessed as r... 31938461
HCT-116 IC50 = 2600.0 nM 5.58 Antiproliferative activity against human HCT116 cells assessed as reduction in c... 31938461
HCT-116 IC50 = 9700.0 nM 5.01 Antiproliferative activity against human HCT116 cells NAMPT deficient assessed a... 31938461

Literature References

PubMed DOI Target Context # Activities
31938461 10.1021/acsmedchemlett.9b00407 HCT-116 2
31938461 10.1021/acsmedchemlett.9b00407 K562 2
31938461 10.1021/acsmedchemlett.9b00407 HL-60 2
31938461 10.1021/acsmedchemlett.9b00407 HEL 2
31938461 10.1021/acsmedchemlett.9b00407 Nicotinamide phosphoribosyltransferase 1
31938461 10.1021/acsmedchemlett.9b00407 Histone deacetylase 1 1
31938461 10.1021/acsmedchemlett.9b00407 Histone deacetylase 2 1
31938461 10.1021/acsmedchemlett.9b00407 Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) 1

Data from ChEMBL 36 via Core Engine