HyTdb

Ad-JQ1

HyT-033 | Adamantane | Published 2020.02.25

Basic Information

(+)-JQ1
Linker
Adamantane
POIBRD3 — Bromodomain-containing protein 3(BRD3)
Degradation Pathway
Published2020.02.25

Remarks

Chemical Identifiers

SMILESCC1=C(C)SC2=C1C(C3=CC=C(Cl)C=C3)=N[C@@H](CC(NCCOCCOCCNC(CC4(C5)C[C@@H](C6)C[C@H]5C[C@@H]6C4)=O)=O)C7=NN=C(C)N72
Molecular FormulaC37H47ClN6O4S
InChIInChI=1S/C37H47ClN6O4S/c1-22-23(2)49-36-33(22)34(28-4-6-29(38)7-5-28)41-30(35-43-42-24(3)44(35)36)17-31(45)39-8-10-47-12-13-48-11-9-40-32(46)21-37-18-25-14-26(19-37)16-27(15-25)20-37/h4-7,25-27,30H,8-21H2,1-3H3,(H,39,45)(H,40,46)/t25-,26+,27-,30-,37?/m0/s1
InChI KeyXWGOOEHRAWJMIT-GZQPHSLESA-N
IUPAC NameN-[2-[2-[2-[[2-(1-adamantyl)acetyl]amino]ethoxy]ethoxy]ethyl]-2-[(9S)-7-(4-chlorophenyl)-4,5,13-trimethyl-3-thia-1,8,11,12-tetrazatricyclo[8.3.0.02,6]trideca-2(6),4,7,10,12-pentaen-9-yl]acetamide
PubChem CID178203398

Basic Properties

TPSAComputing…
RingsComputing…
FSP3Computing…
Heavy Atom CountComputing…

Lipinski RO5

RO5 ViolationComputing…
MWComputing…
ClogPComputing…
HBDComputing…
HBAComputing…
RBComputing…

Hydrophobic Tag Properties

Tag Structure
Tag TypeAdamantane
Tag SMILESC1(CC(C2)C3)CC2CC3C1
Tag ClogP5.022
HydrophobicityHigh(ClopP>5)

Mechanism of Action

POI (Protein of Interest)

POI NameBromodomain-containing protein 3(BRD3)
GeneBRD3
UniProt IDQ15059

Amino Acid Sequence

MSTATTVAPAGIPATPGPVNPPPPEVSNPSKPGRKTNQLQYMQNVVVKTLWKHQFAWPFYQPVDAIKLNLPDYHKIIKNPMDMGTIKKRLENNYYWSASECMQDFNTMFTNCYIYNKPTDDIVLMAQALEKIFLQKVAQMPQEEVELLPPAPKGKGRKPAAGAQSAGTQQVAAVSSVSPATPFQSVPPTVSQTPVIAATPVPTITANVTSVPVPPAAAPPPPATPIVPVVPPTPPVVKKKGVKRKADTTTPTTSAITASRSESPPPLSDPKQAKVVARRESGGRPIKPPKKDLEDGEVPQHAGKKGKLSEHLRYCDSILREMLSKKHAAYAWPFYKPVDAEALELHDYHDIIKHPMDLSTVKRKMDGREYPDAQGFAADVRLMFSNCYKYNPPDHEVVAMARKLQDVFEMRFAKMPDEPVEAPALPAPAAPMVSKGAESSRSSEESSSDSGSSDSEEERATRLAELQEQLKAVHEQLAALSQAPVNKPKKKKEKKEKEKKKKDKEKEKEKHKVKAEEEKKAKVAPPAKQAQQKKAPAKKANSTTTAGRQLKKGGKQASASYDSEEEEEGLPMSYDEKRQLSLDINRLPGEKLGRVVHIIQSREPSLRDSNPDEIEIDFETLKPTTLRELERYVKSCLQKKQRKPFSASGKKQAAKSKEELAQEKKKELEKRLQDVSGQLSSSKKPARKEKPGSAPSGGPSRLSSSSSSESGSSSSSGSSSDSSDSE

3D Structure (/structures/AF-Q15059-F1-model_v6.cif)

Loading /structures/AF-Q15059-F1-model_v6.cif …

Function

Chromatin reader that recognizes and binds acetylated histones, thereby controlling gene expression and remodeling chromatin structures Recruits transcription factors and coactivators to target gene sites, and activates RNA polymerase II machinery for transcriptional elongation. In vitro, binds acetylated lysine residues on the N-terminus of histone H2A, H2B, H3 and H4. Involved in endoderm differentiation via its association with long non-coding RNA (lncRNA) DIGIT: BRD3 undergoes liquid-liquid phase separation upon binding to lncRNA DIGIT, promoting binding to histone H3 acetylated at 'Lys-18' (H3K18ac) to induce endoderm gene expression. Also binds non-histones acetylated proteins, such as GATA1 and GATA2: regulates transcription by promoting the binding of the transcription factor GATA1 to its targets (By similarity).

Degradation Pathway

Activity Data

TypeDC50
Value<30 μM
POI NameBRD3
Cell LineMCF-7
Cell Line IDCVCL_0031
Assay MethodWB
Reference10.3390/ph13030034

Description

Figure 5 presents the significant Ad-JQ1-induced reduction of BRD3, but not of BRD2 or BRD4 (Figure 5).

Disease Information

DiseaseICD-11Source
Invasive breast carcinoma of no special type2C61.4Cell Line Origin
Ewing SarcomaXH8KJ8Gene-Disease Association
Soft Tissue SarcomaXH4UM7Gene-Disease Association