Detailed information for compound 104209

Basic information

Technical information
  • TDR Targets ID: 104209
  • Name: 1-(tert-butylamino)-3-(2-chloro-5-methylpheno xy)propan-2-ol
  • MW: 271.783 | Formula: C14H22ClNO2
  • H donors: 2 H acceptors: 1 LogP: 2.82 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(COc1cc(C)ccc1Cl)CNC(C)(C)C
  • InChi: 1S/C14H22ClNO2/c1-10-5-6-12(15)13(7-10)18-9-11(17)8-16-14(2,3)4/h5-7,11,16-17H,8-9H2,1-4H3
  • InChiKey: HQIRNZOQPUAHHV-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 1-(tert-butylamino)-3-(2-chloro-5-methyl-phenoxy)propan-2-ol
  • 1-(tert-butylamino)-3-(2-chloro-5-methylphenoxy)-2-propanol
  • Bupranolol
  • SK&F 16805-A
  • 14556-46-8
  • 70578-42-6
  • 1-(tert-Butylamino)-3-((6-chloro-m-tolyl)-oxy)-2-propanol
  • 1-t-Butylamino-3-(2-chloro-5-methylphenoxy) -2-propanol
  • 2-Propanol, 1-(2-chloro-5-methylphenoxy)-3-((1,1-dimethylethyl)amino)-
  • 2-Propanol, 1-(tert-butylamino)-3-((6-chloro-m-tolyl)oxy)- (8CI)
  • 2-Propanol, 1-(tert-butylamino)-3-(2-chloro-5-methylphenoxy)-
  • 2-Propanol, 1-(tert-butylamino)-3-(6-chloro-m-tolyloxy)-
  • 3-(tert-Butylamino)-1-(6-chloro-m-tolyloxy)-2-propanol
  • BRN 2272923
  • Bupranolol [DCF:INN]
  • Bupranololum [INN-Latin]
  • KL 255
  • Ophtorenin
  • 1-[(2-chloro-5-methylphenyl)oxy]-3-[(1,1-dimethylethyl)amino]propan-2-ol

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium tuberculosis Probable anthranilate phosphoribosyltransferase TrpD 0.0376 0.2763 0.2612
Onchocerca volvulus 0.0067 0.0424 0.2401
Schistosoma mansoni tar DNA-binding protein 0.0063 0.0395 0.119
Loa Loa (eye worm) RNA binding protein 0.0063 0.0395 0.2787
Plasmodium vivax hypothetical protein, conserved 0.0038 0.0203 0.1503
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0242 0.1749 0.1578
Echinococcus granulosus beta LACTamase domain containing family member 0.0038 0.0203 0.0203
Echinococcus granulosus tumor protein p63 0.1073 0.8044 0.8044
Echinococcus granulosus Zinc finger RanBP2 type 0.0067 0.0424 0.0424
Schistosoma mansoni hypothetical protein 0.0408 0.301 1
Mycobacterium ulcerans thymidine phosphorylase 0.1331 1 1
Echinococcus multilocularis jumonji domain containing protein 0.004 0.0223 0.0223
Schistosoma mansoni tar DNA-binding protein 0.0063 0.0395 0.119
Loa Loa (eye worm) hypothetical protein 0.0038 0.0203 0.143
Plasmodium vivax SWIB/MDM2 domain-containing protein, putative 0.0188 0.1343 1
Onchocerca volvulus Ubiquitin thioesterase ZRANB1 homolog 0.0067 0.0424 0.2401
Onchocerca volvulus 0.0038 0.0203 0.0576
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0095 0.0639 0.0639
Chlamydia trachomatis DNA topoisomerase I 0.0188 0.1343 0.5
Echinococcus multilocularis thymidine phosphorylase 0.1331 1 1
Schistosoma mansoni brg-1 associated factor 0.0188 0.1343 0.4385
Echinococcus multilocularis SWI:SNF matrix associated 0.0188 0.1343 0.1343
Trypanosoma cruzi Zn-finger in Ran binding protein and others, putative 0.0067 0.0424 1
Brugia malayi Zn-finger in Ran binding protein and others containing protein 0.0067 0.0424 0.2989
Plasmodium falciparum SWIB/MDM2 domain-containing protein 0.0188 0.1343 1
Echinococcus multilocularis tumor protein p63 0.1073 0.8044 0.8044
Chlamydia trachomatis SWIB complex protein 0.0188 0.1343 0.5
Brugia malayi Zn-finger in Ran binding protein and others containing protein 0.0067 0.0424 0.2989
Echinococcus multilocularis Zinc finger, RanBP2 type 0.0067 0.0424 0.0424
Echinococcus multilocularis PHD finger protein rhinoceros 0.0029 0.0137 0.0137
Schistosoma mansoni hypothetical protein 0.0188 0.1343 0.4385
Mycobacterium ulcerans anthranilate phosphoribosyltransferase 0.0376 0.2763 0.2612
Schistosoma mansoni tar DNA-binding protein 0.0063 0.0395 0.119
Brugia malayi F/Y-rich N-terminus family protein 0.0018 0.0055 0.0381
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0038 0.0203 0.0542
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0198 0.1417 1
Onchocerca volvulus 0.0038 0.0203 0.0576
Trypanosoma cruzi mitochondrial RNA binding complex 1 subunit, putative 0.0067 0.0424 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0198 0.1417 1
Schistosoma mansoni hypothetical protein 0.0135 0.0942 0.3032
Trypanosoma cruzi Zn-finger in Ran binding protein and others/FYVE zinc finger, putative 0.0067 0.0424 1
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0063 0.0391 0.2756
Echinococcus multilocularis peregrin 0.0029 0.0137 0.0137
Schistosoma mansoni cpg binding protein 0.003 0.0146 0.0349
Schistosoma mansoni hypothetical protein 0.0063 0.0391 0.1175
Loa Loa (eye worm) hypothetical protein 0.0038 0.0203 0.143
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0063 0.0391 0.0391
Loa Loa (eye worm) hypothetical protein 0.0029 0.0137 0.0961
Echinococcus granulosus SWI:SNF matrix associated 0.0188 0.1343 0.1343
Brugia malayi latrophilin 2 splice variant baaae 0.0135 0.0942 0.6647
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0038 0.0203 0.143
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0038 0.0203 0.0542
Plasmodium vivax hypothetical protein, conserved 0.0029 0.0137 0.1007
Loa Loa (eye worm) PHD-finger family protein 0.0029 0.0137 0.0961
Leishmania major hypothetical protein, conserved 0.0067 0.0424 1
Loa Loa (eye worm) hypothetical protein 0.0067 0.0424 0.2989
Echinococcus granulosus GPCR family 2 0.0063 0.0391 0.0391
Schistosoma mansoni hypothetical protein 0.0122 0.084 0.2689
Loa Loa (eye worm) hypothetical protein 0.0067 0.0424 0.2989
Schistosoma mansoni jumonji domain containing protein 0.0076 0.049 0.1509
Echinococcus granulosus dnaJ subfamily B 0.0408 0.301 0.301
Brugia malayi TAR-binding protein 0.0063 0.0395 0.2787
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0063 0.0391 0.0391
Schistosoma mansoni jumonji/arid domain-containing protein 0.0037 0.0196 0.0516
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0061 0.0377 0.1128
Brugia malayi beta-lactamase 0.0038 0.0203 0.143
Brugia malayi beta-lactamase family protein 0.0038 0.0203 0.143
Mycobacterium tuberculosis Probable thymidine phosphorylase DeoA (tdrpase) (pyrimidine phosphorylase) 0.1331 1 1
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0095 0.0639 0.0639
Brugia malayi SWIB/MDM2 domain containing protein 0.0188 0.1343 0.9482
Loa Loa (eye worm) hypothetical protein 0.005 0.0294 0.2073
Brugia malayi brahma associated protein 60 kDa 0.0188 0.1343 0.9482
Loa Loa (eye worm) SWIB/MDM2 domain-containing protein 0.0188 0.1343 0.9482
Schistosoma mansoni hypothetical protein 0.0188 0.1343 0.4385
Schistosoma mansoni hypothetical protein 0.0067 0.0424 0.1286
Loa Loa (eye worm) hypothetical protein 0.0067 0.0424 0.2989
Loa Loa (eye worm) hypothetical protein 0.0157 0.1106 0.7806
Loa Loa (eye worm) beta-lactamase 0.0038 0.0203 0.143
Brugia malayi Calcitonin receptor-like protein seb-1 0.0198 0.1417 1
Echinococcus granulosus jumonji domain containing protein 0.004 0.0223 0.0223
Echinococcus multilocularis SWI:SNF matrix associated 0.0188 0.1343 0.1343
Onchocerca volvulus 0.0157 0.1106 0.8038
Schistosoma mansoni zinc finger protein 0.0067 0.0424 0.1286
Brugia malayi brahma associated protein 60 kDa 0.0188 0.1343 0.9482
Loa Loa (eye worm) hypothetical protein 0.0067 0.0424 0.2989
Echinococcus granulosus peregrin 0.0029 0.0137 0.0137
Giardia lamblia PHD finger protein 15 0.0029 0.0137 0.5
Leishmania major hypothetical protein, conserved 0.0067 0.0424 1
Loa Loa (eye worm) TAR-binding protein 0.0063 0.0395 0.2787
Trypanosoma brucei mitochondrial RNA binding complex 1 subunit 0.0067 0.0424 1
Schistosoma mansoni jumonji/arid domain-containing protein 0.0037 0.0196 0.0516
Schistosoma mansoni hypothetical protein 0.0188 0.1343 0.4385
Schistosoma mansoni hypothetical protein 0.0063 0.0391 0.1175
Loa Loa (eye worm) latrophilin receptor protein 2 0.0063 0.0391 0.2756
Brugia malayi Zn-finger in Ran binding protein and others containing protein 0.0067 0.0424 0.2989
Echinococcus multilocularis SWI:SNF matrix associated 0.0188 0.1343 0.1343
Echinococcus multilocularis tar DNA binding protein 0.0063 0.0395 0.0395
Onchocerca volvulus 0.0038 0.0203 0.0576
Echinococcus granulosus ring and YY1 binding protein 0.0067 0.0424 0.0424
Echinococcus multilocularis ring and YY1 binding protein 0.0067 0.0424 0.0424
Brugia malayi PHD-finger family protein 0.0029 0.0137 0.0961
Echinococcus granulosus tar DNA binding protein 0.0063 0.0395 0.0395
Schistosoma mansoni hypothetical protein 0.0063 0.0391 0.1175
Loa Loa (eye worm) hypothetical protein 0.0135 0.0942 0.6647
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0063 0.0391 0.0391
Echinococcus multilocularis geminin 0.0337 0.2466 0.2466
Loa Loa (eye worm) hypothetical protein 0.0038 0.0203 0.143
Toxoplasma gondii DNA topoisomerase domain-containing protein 0.0188 0.1343 1
Onchocerca volvulus Alhambra homolog 0.0029 0.0137 0.0027
Echinococcus multilocularis Nuclear pore complex protein Nup153 0.0067 0.0424 0.0424
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0048 0.0281 0.0281
Echinococcus multilocularis Mitotic checkpoint protein PRCC, C terminal 0.0122 0.084 0.084
Loa Loa (eye worm) hypothetical protein 0.0067 0.0424 0.2989
Loa Loa (eye worm) hypothetical protein 0.0038 0.0203 0.143
Schistosoma mansoni tar DNA-binding protein 0.0063 0.0395 0.119
Brugia malayi RNA recognition motif domain containing protein 0.0063 0.0395 0.2787
Onchocerca volvulus 0.0067 0.0424 0.2401
Schistosoma mansoni TRABID protein (C64 family) 0.0067 0.0424 0.1286
Schistosoma mansoni cpg binding protein 0.0029 0.0134 0.0307
Loa Loa (eye worm) jmjC domain-containing protein 0.006 0.0372 0.2619
Schistosoma mansoni fusion 0.0067 0.0424 0.1286
Trypanosoma brucei hypothetical protein, conserved 0.0067 0.0424 1
Trichomonas vaginalis conserved hypothetical protein 0.0188 0.1343 1
Loa Loa (eye worm) hypothetical protein 0.0038 0.0203 0.143
Loa Loa (eye worm) hypothetical protein 0.0038 0.0203 0.143
Trypanosoma brucei hypothetical protein, conserved 0.0067 0.0424 1
Brugia malayi beta-lactamase family protein 0.0038 0.0203 0.143
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.0281 0.0804
Toxoplasma gondii ran binding protein 0.0067 0.0424 0.238
Trypanosoma cruzi hypothetical protein, conserved 0.0067 0.0424 1
Echinococcus granulosus Upstream activation factor subunit UAF30 0.0188 0.1343 0.1343
Echinococcus granulosus Nuclear pore complex protein Nup153 0.0067 0.0424 0.0424
Brugia malayi CXXC zinc finger family protein 0.0029 0.0134 0.0937
Toxoplasma gondii histone lysine methyltransferase SET1 0.0054 0.0328 0.1583
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0063 0.0395 0.2787
Schistosoma mansoni RNA binding protein 0.0067 0.0424 0.1286
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0048 0.0281 0.1978
Loa Loa (eye worm) brahma associated protein 0.0188 0.1343 0.9482
Trypanosoma cruzi hypothetical protein, conserved 0.0067 0.0424 1
Echinococcus multilocularis zinc finger protein Ran binding 0.0067 0.0424 0.0424
Echinococcus multilocularis thyroid hormone receptor alpha 0.0132 0.0914 0.0914
Plasmodium falciparum phd finger protein, putative 0.0029 0.0137 0.1007
Schistosoma mansoni cellular tumor antigen P53 0.0157 0.1106 0.3585
Brugia malayi YY1-associated factor 2 0.0067 0.0424 0.2989
Echinococcus multilocularis dnaJ subfamily B 0.0408 0.301 0.301
Loa Loa (eye worm) hypothetical protein 0.0198 0.1417 1
Loa Loa (eye worm) CXXC zinc finger family protein 0.0029 0.0134 0.0937
Trypanosoma cruzi Zn-finger in Ran binding protein and others, putative 0.0067 0.0424 1
Echinococcus multilocularis lysine specific demethylase 5A 0.0035 0.0183 0.0183
Schistosoma mansoni thyroid hormone receptor 0.0132 0.0914 0.2938
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0048 0.0281 0.0281
Echinococcus granulosus geminin 0.0337 0.2466 0.2466
Brugia malayi RNA binding protein 0.0063 0.0395 0.2787
Brugia malayi jmjC domain containing protein 0.0037 0.0196 0.1376
Brugia malayi Bromodomain containing protein 0.0029 0.0137 0.0961
Plasmodium vivax hypothetical protein, conserved 0.0188 0.1343 1
Leishmania major hypothetical protein, conserved 0.0067 0.0424 1
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0038 0.0203 0.143
Onchocerca volvulus 0.0067 0.0424 0.2401
Schistosoma mansoni tar DNA-binding protein 0.0063 0.0395 0.119
Brugia malayi Latrophilin receptor protein 2 0.0063 0.0391 0.2756
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.0281 0.0804
Trypanosoma cruzi WLM domain containing protein, putative 0.0067 0.0424 1
Echinococcus multilocularis Upstream activation factor subunit UAF30 0.0188 0.1343 0.1343
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0048 0.0281 0.1978
Echinococcus multilocularis beta LACTamase domain containing family member 0.0038 0.0203 0.0203
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0048 0.0281 0.0281
Toxoplasma gondii SWIB/MDM2 domain-containing protein 0.0188 0.1343 1
Plasmodium falciparum zinc finger Ran-binding domain-containing protein 2, putative 0.0067 0.0424 0.3148
Onchocerca volvulus 0.0067 0.0424 0.2401
Schistosoma mansoni thyroid hormone receptor 0.0132 0.0914 0.2938
Echinococcus granulosus cpg binding protein 0.003 0.0146 0.0146
Echinococcus granulosus PHD finger protein rhinoceros 0.0029 0.0137 0.0137
Echinococcus multilocularis GPCR, family 2 0.0063 0.0391 0.0391
Toxoplasma gondii ABC1 family protein 0.0038 0.0203 0.0551
Schistosoma mansoni hypothetical protein 0.0063 0.0391 0.1175
Loa Loa (eye worm) hypothetical protein 0.0063 0.0391 0.2756
Mycobacterium leprae Probable anthranilate phosphoribosyltransferase TrpD 0.0376 0.2763 1
Leishmania major hypothetical protein, conserved 0.0067 0.0424 1
Echinococcus granulosus zinc finger protein Ran binding 0.0067 0.0424 0.0424
Echinococcus granulosus Mitotic checkpoint protein PRCC C terminal 0.0122 0.084 0.084
Loa Loa (eye worm) jmjC domain-containing protein 0.0037 0.0196 0.1376
Schistosoma mansoni cpg binding protein 0.003 0.0146 0.0349
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.0281 0.0804
Schistosoma mansoni hypothetical protein 0.0029 0.0137 0.0318
Toxoplasma gondii Zn-finger in Ran binding protein and others domain-containing protein 0.0067 0.0424 0.238
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0048 0.0281 0.0281
Echinococcus multilocularis cpg binding protein 0.003 0.0146 0.0146
Trypanosoma cruzi WLM domain containing protein, putative 0.0067 0.0424 1
Trypanosoma brucei Zn-finger in Ran binding protein and others/FYVE zinc finger, putative 0.0067 0.0424 1
Schistosoma mansoni hypothetical protein 0.0337 0.2466 0.8169
Echinococcus granulosus lysine specific demethylase 5A 0.0037 0.0196 0.0196
Trypanosoma cruzi mitochondrial RNA binding complex 1 subunit, putative 0.0067 0.0424 1
Schistosoma mansoni bromodomain-containing nuclear protein 1 brd1 0.0029 0.0137 0.0318
Brugia malayi jmjC domain containing protein 0.0095 0.0639 0.4503
Brugia malayi Zn-finger in Ran binding protein and others containing protein 0.0067 0.0424 0.2989
Plasmodium falciparum SWIB/MDM2 domain-containing protein 0.0188 0.1343 1
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0063 0.0391 0.0391
Trypanosoma cruzi hypothetical protein, conserved 0.0067 0.0424 1
Schistosoma mansoni hypothetical protein 0.0337 0.2466 0.8169
Leishmania major hypothetical protein, conserved 0.0067 0.0424 1
Onchocerca volvulus 0.0188 0.1343 1

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 5.61 Beta-blocking activity of the compound was measured by applying the stepwise linear discriminate analysis; Active ChEMBL. No reference
Activity (functional) = 5.61 Beta-blocking activity of the compound was measured by applying the stepwise linear discriminate analysis; Active ChEMBL. No reference
ISA (functional) Tested for intrinsic sympathomimetic activity (ISA); pure antagonist ChEMBL. 2903243
ISA (functional) 0 Tested for intrinsic sympathomimetic activity (ISA); pure antagonist ChEMBL. 2903243
Potency (functional) 30.1065 uM PubChem BioAssay: Tox21. qHTS assay to identify small molecule agonists of the AP-1 signaling pathway. (Class of assay: confirmatory) ChEMBL. No reference
Selectivity (binding) Selectivity for beta1 receptor ChEMBL. 2903243
Selectivity (binding) Selectivity for beta-2 adrenergic receptor ChEMBL. 2903243
Selectivity (binding) 0 Selectivity for beta1 receptor ChEMBL. 2903243
Selectivity (binding) 0 Selectivity for beta-2 adrenergic receptor ChEMBL. 2903243

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.