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Compound Detail

CHEMBL4282264

A-485
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CNC(=O)Nc1ccc2c(c1)CC[C@@]21OC(=O)N(CC(=O)N(Cc2ccc(F)cc2)[C@@H](C)C(F)(F)F)C1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4282264
Name A-485
Phase Preclinical
Structure Type MOL
InChI Key VRVJKILQRBSEAG-LFPIHBKWSA-N
102
Targets
161
Activities
4
Assay Types
23
PK Parameters
20
Publications
0
Known Names

Molecular Properties

536.5
MW (Da)
3.68
ALogP
5
HBA
2
HBD
108.0
PSA (Ų)
0.55
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C25H24F4N4O5
MW 536.48
Aromatic Rings 2
Heavy Atoms 38
NP-Likeness -1.04

Activity Summary

EC50 103 meas. best 7.4
IC50 41 meas. best 8.59
Ki 14 meas. best 6.66
Kd 3 meas. best 7.87

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
CREB-binding protein
CHEMBL5747
 IC50 8.59 8.1371 2.6 7
Histone acetyltransferase p300
CHEMBL3784
 IC50 8.02 7.506 9.6 15
Histone acetyltransferase p300
CHEMBL3784
 Kd 7.87 7.8367 13.5 3
VCaP
CHEMBL4296508
 EC50 7.4 7.4 40.0 1
CREB-binding protein/Histone acetyltransferase p300
CHEMBL3883300
 EC50 7.14 6.95 73.0 2
Unchecked
CHEMBL612545
 EC50 7.0 6.5467 99.0 6
CREB-binding protein/Histone acetyltransferase p300
CHEMBL3883300
 IC50 6.87 6.845 136.0 2
MM1.S
CHEMBL4296471
 EC50 6.86 6.805 139.0 2
RPMI-8226
CHEMBL614882
 EC50 6.8 6.8 160.0 2
Ty-82
CHEMBL5465452
 IC50 6.68 6.68 210.0 1
LNCaP-Clone-FGC
CHEMBL2366172
 IC50 6.67 6.545 215.0 2
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 6.66 6.6533 218.8 3
Maver1
CHEMBL4483260
 IC50 6.65 6.65 226.1 1
KMS-11
CHEMBL4296454
 EC50 6.62 6.62 240.0 1
KARPAS-422
CHEMBL2366368
 EC50 6.6 6.6 250.0 1
MV4-11
CHEMBL613835
 IC50 6.59 6.59 255.2 1
LNCaP-Clone-FGC
CHEMBL2366172
 EC50 6.58 6.52 260.0 2
LNCaP
CHEMBL612518
 EC50 6.58 6.465 260.0 2
BJAB
CHEMBL613536
 EC50 6.55 6.55 280.0 1
Kasumi 1
CHEMBL613988
 EC50 6.54 6.51 290.0 2
Unchecked
CHEMBL612545
 IC50 6.51 5.87 309.0 6
OCI-Ly18
CHEMBL4523553
 EC50 6.5 6.5 320.0 1
CWR22R
CHEMBL612657
 EC50 6.5 6.5 320.0 1
NCI-H929
CHEMBL4296391
 EC50 6.48 6.48 330.0 1
BT-20
CHEMBL613870
 EC50 6.47 6.47 340.0 1
MOLM-13
CHEMBL3706572
 EC50 6.46 6.46 350.0 2
CHL-1
CHEMBL1075422
 EC50 6.43 6.43 370.0 1
MDA-MB-468
CHEMBL614335
 EC50 6.42 6.42 380.0 1
NCI-H209
CHEMBL2366365
 EC50 6.4 6.4 400.0 1
NCI-H146
CHEMBL4523572
 EC50 6.4 6.4 400.0 1
Karpas-1106P
CHEMBL4523591
 EC50 6.39 6.39 410.0 1
Daudi
CHEMBL614281
 EC50 6.37 6.37 430.0 1
K562
CHEMBL385
 IC50 6.34 6.34 457.0 1
Raji
CHEMBL614628
 EC50 6.34 6.34 460.0 1
NU-DUL-1
CHEMBL4523592
 EC50 6.32 6.32 480.0 1
CA46
CHEMBL612566
 EC50 6.32 6.32 480.0 1
Toledo
CHEMBL4296505
 EC50 6.31 6.31 490.0 1
OCI-Ly3
CHEMBL4523565
 EC50 6.31 6.31 490.0 1
CWR22R
CHEMBL612657
 IC50 6.31 6.31 490.0 1
EMT6
CHEMBL614294
 EC50 6.3 6.3 500.0 1
L-363
CHEMBL2366267
 EC50 6.29 6.29 510.0 1
NU-DHL-1
CHEMBL4523552
 EC50 6.28 6.28 530.0 1
SU-DHL-8
CHEMBL4523562
 EC50 6.27 6.27 540.0 1
ULA
CHEMBL4523556
 EC50 6.26 6.26 550.0 1
SK-MEL-1
CHEMBL614916
 EC50 6.24 6.24 570.0 1
RCK8
CHEMBL4523563
 EC50 6.23 6.23 590.0 1
Kasumi 1
CHEMBL613988
 IC50 6.22 6.22 607.9 1
OPM-2
CHEMBL2366353
 EC50 6.21 6.21 620.0 1
U-2973
CHEMBL4523555
 EC50 6.18 6.18 660.0 1
DU-4475
CHEMBL2366246
 EC50 6.17 6.17 670.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2950000.0 ng.hr.mL-1 Mus musculus
AUC 91200.0 ng.hr.mL-1 Mus musculus
AUC 417000.0 ng.hr.mL-1 Mus musculus
CL 20.5 mL.min-1.kg-1 Rattus norvegicus
CL 9.5 mL.min-1.kg-1 Mus musculus
CL 1.5 mL.min-1.kg-1 Canis lupus familiaris
CL 783.33 mL.min-1.kg-1 Rattus norvegicus
CL 1250.0 mL.min-1.kg-1 Mus musculus
CL 73.33 mL.min-1.kg-1 Canis lupus familiaris
Cmax 451088.58 nM Mus musculus
Cmax 27400.84 nM Mus musculus
Cmax 140732.18 nM Mus musculus
F 63.0 % Rattus norvegicus
F 110.0 % Mus musculus
F 74.0 % Canis lupus familiaris
Ka 9.453 10^4/Ms Homo sapiens
T1/2 0.1475 hr Homo sapiens
T1/2 1.9 hr Mus musculus
T1/2 1.7 hr Mus musculus
T1/2 3.0 hr Mus musculus
Tmax 6.0 hr Mus musculus
Tmax 3.0 hr Mus musculus
Tmax 3.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
CREB-binding protein IC50 = 2.6 nM 8.59 Time-resolved fluorescence energy transfer (TR-FRET) measuring acetylation of a ... -
CREB-binding protein IC50 = 2.6 nM 8.59 Inhibition of CBP-BHC domain (unknown origin) assessed as measuring acetylation ... 38530938
CREB-binding protein IC50 = 2.6 nM 8.59 Inhibition of CBP BHC domain (unknown origin) by TR-FRET assay 38477974
CREB-binding protein IC50 = 2.6 nM 8.59 Inhibition of N-terminal 6His-Flag tagged CBP-BHC domain (1072 to 1859 residues)... 28953875
CREB-binding protein IC50 = 3.0 nM 8.52 Affinity Biochemical interaction (TR-FRET assay (BHC domains)) EUB0000328a CREBB... -
Histone acetyltransferase p300 IC50 = 9.6 nM 8.02 Inhibition of P300 (unknown origin) 38477974
Histone acetyltransferase p300 IC50 = 9.8 nM 8.01 Time-resolved fluorescence energy transfer (TR-FRET) measuring acetylation of a ... -
Histone acetyltransferase p300 IC50 = 9.8 nM 8.01 Inhibition of p300-BHC domain (unknown origin) assessed as measuring acetylation... 38530938
Histone acetyltransferase p300 IC50 = 9.8 nM 8.01 Inhibition of N-terminal 6His-Flag tagged p300-BHC domain (1036 to 1822 residues... 28953875
Histone acetyltransferase p300 IC50 = 10.0 nM 8.0 Affinity Biochemical interaction (TR-FRET assay (BHC domains)) EUB0000328a EP300 -
Histone acetyltransferase p300 Kd = 13.54 nM 7.87 Binding affinity to human Biotin-Avi-P300 using Neutravidin as ligand measured b... 34055218
Histone acetyltransferase p300 IC50 = 15.0 nM 7.82 Inhibition of p300 (unknown origin) preincubated for 15 mins followed by additio... 34801827
Histone acetyltransferase p300 Kd = 15.0 nM 7.82 Binding affinity to recombinant human p300 HAT domain expressed in Escherichia c... 28953875
Histone acetyltransferase p300 Kd = 15.0 nM 7.82 Surface plasmon resonance (Biocore) -
VCaP EC50 = 40.0 nM 7.4 Antiproliferative activity against human VCaP cells assessed as inhibition of ce... 28953875
Histone acetyltransferase p300 IC50 = 44.0 nM 7.36 Inhibition of p300 HAT (unknown origin) using 3H-acetyl-CoA as substrate assesse... 38215590
Histone acetyltransferase p300 IC50 = 60.0 nM 7.22 Inhibition of p300 HAT domain (unknown origin) preincubated for 30 mins followed... 31256587
Histone acetyltransferase p300 IC50 = 60.0 nM 7.22 Inhibition of p300 HAT domain (unknown origin) using Biotin-C6-GRGKGGKGLGKGGAK a... 32314924
Histone acetyltransferase p300 IC50 = 60.0 nM 7.22 Inhibition of human recombinant p300 HAT domain using histone H4 peptide and ace... 35512565
Histone acetyltransferase p300 IC50 = 60.0 nM 7.22 Inhibition of p300 HAT domain (unknown origin) using Biotin-C6-GRGKGGKGLGKGGAK a... 28953875

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 Fibroblast 262
- 10.6019/CHEMBL4689842 U2OS 262
- 10.6019/CHEMBL4689842 HEK-293T 262
28953875 10.1038/nature24028 Unchecked 40
28953875 10.1038/nature24028 CREB-binding protein/Histone acetyltransferase p300 30
28953875 10.1038/nature24028 ADMET 21
28953875 10.1038/nature24028 Androgen receptor 18
34055218 10.1021/acsmedchemlett.0c00654 Unchecked 17
- 10.6019/CHEMBL4507259 Tyrosine-protein kinase ABL1 15
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
- 10.6019/CHEMBL4507259 Epidermal growth factor receptor 12
28953875 10.1038/nature24028 Histone acetyltransferase p300 12
- 10.6019/CHEMBL4507259 Receptor-type tyrosine-protein kinase FLT3 11
33631370 10.1016/j.bmcl.2021.127854 ADMET 11
32366905 10.1038/s41388-020-1301-9 HCC2429 11
32366905 10.1038/s41388-020-1301-9 Unchecked 10
33176148 10.1016/j.celrep.2020.108366 Unchecked 10
- 10.6019/CHEMBL4507259 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 10
- 10.6019/CHEMBL4507259 Mast/stem cell growth factor receptor Kit 9

Data from ChEMBL 36 via Core Engine