iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2270

Identifiers

  • Canonical SMILES: 
    COC(=O)CC1N=C(c2cc(OC)ccc2-n2c(C)nnc12)c1cccc2[nH]ccc12
  • IUPAC name: 
    methyl 2-[9-(1H-indol-4-yl)-12-methoxy-3-methyl-2,4,5,8-tetraazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),3,5,8,11,13-hexaen-7-yl]acetate
  • InChi: 
    InChI=1S/C23H21N5O3/c1-13-26-27-23-19(12-21(29)31-3)25-22(16-5-4-6-18-15(16)9-10-24-18)17-11-14(30-2)7-8-20(17)28(13)23/h4-11,19,24H,12H2,1-3H3
  • InChiKey: 
    RARZHTSXOQRRPR-UHFFFAOYSA-N

External links


118121364
CHEMBL3770576
59E

External search

Bibliography (1)

Publication Name
Baud Matthias G. J., Lin-Shiao Enrique, Zengerle Michael, Tallant Cynthia, Ciulli Alessio. . New Synthetic Routes to Triazolo-benzodiazepine Analogues: Expanding the Scope of the Bump-and-Hole Approach for Selective Bromo and Extra-Terminal (BET) Bromodomain Inhibition Journal of Medicinal Chemistry. Compound 28

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
4 0 0 0

Targets

PPI family Best activity Diseases MMoA
Bromodomain / Histone 7.35 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 415.16 g/mol
HBA 8
HBD 1
HBA + HBD 9
AlogP 2.43
TPSA 94.39
RB 5
Radar chart
PCA : iPPI-DB chemical space
PCA : Correlation circle
Efficiencies: iPPI-DB biplot LE versus LLE
Summary
Bibliographic ressources Biochemical tests Cellular tests PK tests Cytotoxicity tests
1 4 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1021/acs.jmedchem.5b01135 Compound 28 BRD2
P25440 		H4
P02309 		Biochemical assay Isothermal Titration Calorimetry BRD2(1) pKd (dissociation constant, -log10) 6.11
10.1021/acs.jmedchem.5b01135 Compound 28 BRD2
P25440 		H4
P02309 		Biochemical assay Isothermal Titration Calorimetry BRD2(2) pKd (dissociation constant, -log10) 7.35
10.1021/acs.jmedchem.5b01135 Compound 28 BRD2
P25440 		H4
P02309 		Biochemical assay Isothermal Titration Calorimetry BRD4(1) pKd (dissociation constant, -log10) 6.28
10.1021/acs.jmedchem.5b01135 Compound 28 BRD2
P25440 		H4
P02309 		Biochemical assay Isothermal Titration Calorimetry BRD4(1) pKd (dissociation constant, -log10) 7.30
Ta Structure Name Drugbank ID
0.5661 Birabresib DB15189
0.5544 RO-6870810 DB15151
0.5530 Alprazolam DB00404
0.5502 Clonazolam DB14716
0.5471 Triazolam DB00897
0.5467 Nitrazolam DB14717
0.5395 Pyrazolam DB14718
0.5330 Adinazolam DB00546
0.5300 Estazolam DB01215
0.4689 Etizolam DB09166
0.4627 Remimazolam DB12404
0.4460 Brotizolam DB09017
0.4060 Balovaptan DB14823
0.4008 Midazolam DB00683
0.3974 Harmaline DB13875