Detailed information for compound 1579157
Basic information
Technical information
- TDR Targets ID: 1579157
- Name: 6-[(7S)-7-hydroxy-5,6-dihydropyrrolo[2,1-e]im idazol-7-yl]-N-methylnaphthalene-2-carboxamid e
- MW: 307.346 | Formula: C18H17N3O2
-
H donors: 2
H acceptors: 3
LogP: 1.27
Rotable bonds: 3
Rule of 5 violations (Lipinski): 1 - SMILES: CNC(=O)c1ccc2c(c1)ccc(c2)[C@@]1(O)CCn2c1cnc2
- InChi: 1S/C18H17N3O2/c1-19-17(22)14-3-2-13-9-15(5-4-12(13)8-14)18(23)6-7-21-11-20-10-16(18)21/h2-5,8-11,23H,6-7H2,1H3,(H,19,22)/t18-/m0/s1
- InChiKey: OZPFIJIOIVJZMN-SFHVURJKSA-N
Network
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Synonyms
- 6-[(7S)-7-hydroxy-5,6-dihydropyrrolo[2,1-e]imidazol-7-yl]-N-methyl-naphthalene-2-carboxamide
- 6-[(7S)-7-hydroxy-5,6-dihydropyrrolo[2,1-e]imidazol-7-yl]-N-methyl-2-naphthalenecarboxamide
- 6-[(7S)-7-hydroxy-5,6-dihydropyrrolo[2,1-e]imidazol-7-yl]-N-methyl-2-naphthamide
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Homo sapiens | cytochrome P450, family 17, subfamily A, polypeptide 1 | Starlite/ChEMBL | References |
| Homo sapiens | cytochrome P450, family 2, subfamily C, polypeptide 19 | Starlite/ChEMBL | References |
| Homo sapiens | cytochrome P450, family 3, subfamily A, polypeptide 4 | Starlite/ChEMBL | References |
| Rattus norvegicus | Cytochrome P450 17A1 | Starlite/ChEMBL | References |
Predicted pathogen targets for this compound
By orthology
By sequence similarity to non orthologous known druggable targets
Obtained from network model
Ranking Plot
Putative Targets List
| Species | Potential target | Raw | Global | Species |
|---|---|---|---|---|
| Loa Loa (eye worm) | hypothetical protein | 0.0037 | 0.0415 | 0.0491 |
| Loa Loa (eye worm) | hypothetical protein | 0.0037 | 0.0415 | 0.0491 |
| Echinococcus granulosus | carboxylesterase 5A | 0.022 | 0.8442 | 1 |
| Loa Loa (eye worm) | carboxylesterase | 0.022 | 0.8442 | 1 |
| Brugia malayi | Carboxylesterase family protein | 0.0037 | 0.0415 | 0.0491 |
| Schistosoma mansoni | family S9 non-peptidase homologue (S09 family) | 0.022 | 0.8442 | 1 |
| Loa Loa (eye worm) | carboxylesterase | 0.0037 | 0.0415 | 0.0491 |
| Echinococcus granulosus | acetylcholinesterase | 0.022 | 0.8442 | 1 |
| Echinococcus multilocularis | Squalene phytoene synthase | 0.0079 | 0.2279 | 0.2323 |
| Trypanosoma cruzi | squalene synthase, putative | 0.0255 | 1 | 1 |
| Echinococcus multilocularis | acetylcholinesterase | 0.022 | 0.8442 | 1 |
| Leishmania major | hypothetical protein, conserved | 0.0079 | 0.2279 | 0.2279 |
| Trypanosoma cruzi | squalene synthase, putative | 0.0255 | 1 | 1 |
| Schistosoma mansoni | hypothetical protein | 0.0079 | 0.2279 | 0.2323 |
| Loa Loa (eye worm) | hypothetical protein | 0.0037 | 0.0415 | 0.0491 |
| Loa Loa (eye worm) | hypothetical protein | 0.022 | 0.8442 | 1 |
| Brugia malayi | Carboxylesterase family protein | 0.0037 | 0.0415 | 0.0491 |
| Echinococcus multilocularis | acetylcholinesterase | 0.022 | 0.8442 | 1 |
| Echinococcus granulosus | acetylcholinesterase | 0.022 | 0.8442 | 1 |
| Loa Loa (eye worm) | hypothetical protein | 0.0037 | 0.0415 | 0.0491 |
| Brugia malayi | Cytochrome P450 family protein | 0.004 | 0.0548 | 0.0649 |
| Brugia malayi | Carboxylesterase family protein | 0.0037 | 0.0415 | 0.0491 |
| Trypanosoma cruzi | phytoene synthase, putative | 0.0079 | 0.2279 | 0.2279 |
| Mycobacterium ulcerans | phytoene synthase, CrtB | 0.0079 | 0.2279 | 1 |
| Echinococcus granulosus | Squalene phytoene synthase | 0.0079 | 0.2279 | 0.2323 |
| Loa Loa (eye worm) | hypothetical protein | 0.0079 | 0.2279 | 0.27 |
| Loa Loa (eye worm) | hypothetical protein | 0.0037 | 0.0415 | 0.0491 |
| Brugia malayi | Carboxylesterase family protein | 0.022 | 0.8442 | 1 |
| Brugia malayi | Carboxylesterase family protein | 0.0037 | 0.0415 | 0.0491 |
| Onchocerca volvulus | NADH dehydrogenase (ubiquinone) complex I, assembly factor 6 homolog | 0.0079 | 0.2279 | 1 |
| Loa Loa (eye worm) | hypothetical protein | 0.022 | 0.8442 | 1 |
| Mycobacterium tuberculosis | Probable phytoene synthase PhyA | 0.0079 | 0.2279 | 1 |
| Mycobacterium ulcerans | carboxylesterase, LipT | 0.0037 | 0.0415 | 0.182 |
| Loa Loa (eye worm) | hypothetical protein | 0.0037 | 0.0415 | 0.0491 |
| Loa Loa (eye worm) | acetylcholinesterase 1 | 0.022 | 0.8442 | 1 |
| Trypanosoma brucei | squalene synthase, putative | 0.0255 | 1 | 1 |
| Loa Loa (eye worm) | carboxylesterase | 0.0037 | 0.0415 | 0.0491 |
| Trichomonas vaginalis | spcc417.12 protein, putative | 0.0037 | 0.0415 | 0.5 |
| Loa Loa (eye worm) | cytochrome P450 family protein | 0.004 | 0.0548 | 0.0649 |
| Brugia malayi | Carboxylesterase family protein | 0.022 | 0.8442 | 1 |
| Loa Loa (eye worm) | hypothetical protein | 0.0037 | 0.0415 | 0.0491 |
| Trichomonas vaginalis | carboxylesterase domain containing protein, putative | 0.0037 | 0.0415 | 0.5 |
| Brugia malayi | hypothetical protein | 0.0037 | 0.0415 | 0.0491 |
| Echinococcus multilocularis | carboxylesterase 5A | 0.022 | 0.8442 | 1 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| IC50 (binding) | = 19 nM | Inhibition of 17,20-lyase of recombinant human CYP17A1 using [1,2-3H]-17a-hydroxypregnenolone as substrate after 15 mins by TLC analysis | ChEMBL. | 21978946 |
| IC50 (binding) | = 48 nM | Inhibition of 17,20-lyase activity of Sprague-Dawley rat testicular microsomal CYP17A1 using [1,2-3H]-17a-hydroxyprogesterone as substrate after 15 mins by TLC analysis | ChEMBL. | 21978946 |
| IC50 (ADMET) | > 10000 nM | Inhibition of recombinant human CYP3A4 assessed as conversion of testosterone into 6-hydroxytestosterone after 30 mins by HPLC analysis | ChEMBL. | 21978946 |
| IC50 (ADMET) | = 14000 nM | Inhibition of human B-lymphoblastoid cell microsomal CYP2C19 assessed as (S)-mephenytoin 4'-hydroxylation preincubated for 5 mins with substrate | ChEMBL. | 21978946 |
| IC50 (ADMET) | = 28000 nM | Inhibition of human B-lymphoblastoid cell microsomal CYP1A2 assessed as 7-ethoxyresorufin O-deethylation preincubated for 5 mins with substrate | ChEMBL. | 21978946 |
| IC50 (ADMET) | > 30000 nM | Inhibition of human B-lymphoblastoid cell microsomal CYP2A6 assessed as coumarin 7-hydroxylation preincubated for 5 mins with substrate | ChEMBL. | 21978946 |
| IC50 (ADMET) | > 30000 nM | Inhibition of human B-lymphoblastoid cell microsomal CYP2B6 assessed as ethoxycoumarin O-deethylation preincubated for 5 mins with substrate | ChEMBL. | 21978946 |
| IC50 (ADMET) | > 30000 nM | Inhibition of human B-lymphoblastoid cell microsomal CYP2C8 assessed as Tolbutamide hydroxylation preincubated for 5 mins with substrate | ChEMBL. | 21978946 |
| IC50 (ADMET) | > 30000 nM | Inhibition of human B-lymphoblastoid cell microsomal CYP2C9 (Arg) assessed as Tolbutamide hydroxylation preincubated for 5 mins with substrate | ChEMBL. | 21978946 |
| IC50 (ADMET) | > 30000 nM | Inhibition of human B-lymphoblastoid cell microsomal CYP2C9 (Cys) assessed as Tolbutamide hydroxylation preincubated for 5 mins with substrate | ChEMBL. | 21978946 |
| IC50 (ADMET) | > 30000 nM | Inhibition of human B-lymphoblastoid cell microsomal CYP2D6 assessed as (+)-bufuralol 1'-hydroxylation preincubated for 5 mins with substrate | ChEMBL. | 21978946 |
| IC50 (ADMET) | > 30000 nM | Inhibition of human B-lymphoblastoid cell microsomal CYP2E1 assessed as 4-nitrophenol hydroxylation preincubated for 5 mins with substrate | ChEMBL. | 21978946 |
| IC50 (ADMET) | > 30000 nM | Inhibition of human B-lymphoblastoid cell microsomal CYP3A4 assessed as testosterone 6beta-hydroxylation preincubated for 5 mins with substrate | ChEMBL. | 21978946 |
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.
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
- ChEMBL: CHEMBL1921976
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.