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Compound Detail

CHEMBL57765

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CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1n1ccnc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL57765
Phase Preclinical
Structure Type MOL
InChI Key MRFBVQCSZMKBFY-UBFIAYEVSA-N
8
Targets
14
Activities
2
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

366.5
MW (Da)
5.65
ALogP
3
HBA
1
HBD
55.1
PSA (Ų)
0.52
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H30N2O2
MW 366.51
Aromatic Rings 1
Heavy Atoms 27
NP-Likeness 1.40

Activity Summary

IC50 13 meas. best 8.63
Ki 1 meas. best 9.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 9.66 9.66 0.2 1
Unchecked
CHEMBL612545
 IC50 8.63 7.2033 2.3 3
Cytochrome P450 26A1
CHEMBL5141
 IC50 8.62 8.26 2.4 3
T47D
CHEMBL614361
 IC50 8.52 8.52 3.0 1
Cricetinae gen. sp.
CHEMBL612361
 IC50 7.0 7.0 100.0 1
MCF7
CHEMBL387
 IC50 6.31 6.31 490.0 1
PC-3
CHEMBL390
 IC50 5.11 5.11 7700.0 1
LNCaP
CHEMBL612518
 IC50 5.0 5.0 10000.0 1
Retinoic acid receptor alpha
CHEMBL2055
 IC50 4.7 4.7 20000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 0.22 nM 9.66 Inhibition of ATRA hydroxylase in Syrian golden hamster liver microsome assessed... 15615521
Unchecked IC50 = 2.33 nM 8.63 Inhibition of ATRA hydroxylase in Syrian golden hamster liver microsome assessed... 15615521
Unchecked IC50 = 2.33 nM 8.63 Inhibition of CYP26 in hamster liver microsomes assessed as [11,12-[3H]ATRA meta... 22130607
Cytochrome P450 26A1 IC50 = 2.4 nM 8.62 Inhibition of ATRA-induced CYP26 in human T47D cell microsome assessed as ATRA m... 15615521
T47D IC50 = 3.0 nM 8.52 Growth inhibition of human T47D cells after 6 days by MTT assay 15615521
Cytochrome P450 26A1 IC50 = 6.3 nM 8.2 Inhibition of ATRA-induced CYP26 in human T47D cells assessed as ATRA metabolism... 15615521
Cytochrome P450 26A1 IC50 = 10.9 nM 7.96 Inhibition of ATRA-induced CYP26 in human MCF7 cells assessed ATRA as metabolism... 15615521
Cricetinae gen. sp. IC50 = 100.0 nM 7.0 The compound was tested for the inhibition of all-trans retinoic acid (ATRA) cat... 10987414
MCF7 IC50 = 490.0 nM 6.31 Growth inhibition of human MCF7 cells after 6 days by MTT assay 15615521
PC-3 IC50 = 7700.0 nM 5.11 Growth inhibition of human PC3 cells after 6 days by MTT assay 15615521
LNCaP IC50 = 10000.0 nM 5.0 Growth inhibition of human LNCaP cells after 6 days by MTT assay 15615521
Retinoic acid receptor alpha IC50 = 20000.0 nM 4.7 Displacement of [11,12-3H]ARTA from RARalpha 15615521
Unchecked IC50 = 45000.0 nM 4.35 Displacement of [11,12-3H]ARTA from RARgamma 15615521

Literature References

PubMed DOI Target Context # Activities
15615521 10.1021/jm0401457 Unchecked 3
15615521 10.1021/jm0401457 Cytochrome P450 26A1 3
15615521 10.1021/jm0401457 MCF7 3
15615521 10.1021/jm0401457 T47D 2
15615521 10.1021/jm0401457 LNCaP 2
10987414 10.1016/s0960-894x(00)00391-7 Cricetinae gen. sp. 1
15615521 10.1021/jm0401457 Retinoic acid receptor alpha 1
15615521 10.1021/jm0401457 Retinoic acid receptor beta 1
15615521 10.1021/jm0401457 MDA-MB-231 1
15615521 10.1021/jm0401457 PC-3 1
22130607 10.1016/j.ejmech.2011.11.010 Unchecked 1

Data from ChEMBL 36 via Core Engine