ABBV-744   

GtoPdb Ligand ID: 10730

Synonyms: ABBV 744 | ABBV744
Compound class: Synthetic organic
Comment: ABBV-744 is an investigational, orally bioavailable BET family protein (BRD) inhibitor, that was developed for antiproliferative potential in cancer [1]. It was designed to selectively target the BD2 domain of BET family proteins, in an effort to limit potential on-target adverse activity associated with BD1 interactions. In vivo, ABBV-744 produced fewer platelet and gastrointestinal toxicities than a dual BD1/2-targeting compound in preclinical models. Its antiproliferative effects are primarily evident in acute myeloid leukaemia cell lines and in prostate cancer cells that express the full-length androgen receptor (AR).
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 96.35
Molecular weight 491.22
XLogP 5.8
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CCNC(=O)c1cc2c([nH]1)c(=O)n(cc2c1cc(ccc1Oc1c(C)cc(cc1C)F)C(O)(C)C)C
Isomeric SMILES CCNC(=O)c1cc2c([nH]1)c(=O)n(cc2c1cc(ccc1Oc1c(C)cc(cc1C)F)C(O)(C)C)C
InChI InChI=1S/C28H30FN3O4/c1-7-30-26(33)22-13-20-21(14-32(6)27(34)24(20)31-22)19-12-17(28(4,5)35)8-9-23(19)36-25-15(2)10-18(29)11-16(25)3/h8-14,31,35H,7H2,1-6H3,(H,30,33)
InChI Key OEDSFMUSNZDJFD-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
N-ethyl-4-[2-(4-fluoro-2,6-dimethylphenoxy)-5-(2-hydroxypropan-2-yl)phenyl]-6-methyl-7-oxo-1H-pyrrolo[2,3-c]pyridine-2-carboxamide
Synonyms
ABBV 744 | ABBV744
Database Links
CAS Registry No. 2138861-99-9 (source: PubChem)
ChEMBL Ligand CHEMBL4297454
GtoPdb PubChem SID 405067323
PubChem CID 132010322
RCSB PDB Ligand HWV
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