1-Methyl-1H-imidazole

ID: ALA543

Chembl Id: CHEMBL543

Cas Number: 616-47-7

PubChem CID: 1390

Product Number: M109227B

Max Phase: Preclinical

Molecular Formula: C4H6N2

Molecular Weight: 82.11

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: N-Methylimidazole | 1-methylimidazole|1-Methyl-1H-imidazole|616-47-7|N-Methylimidazole|1H-Imidazole, 1-methyl-|IMIDAZOLE, 1-METHYL-|N-methylimidazol|1-methylimidazol|n-methyl imidazole|MFCD00005292|DTXSID6052291|CHEBI:113454|P4617QS63Y|NSC-88064|1-methyl-imidazole|1-methylimdazole|EINECS 210-484-7|N1-Methylimidazole|UNII-P4617QS63Y|Araldite DY 070|NSC 88064|1-Methyl-1H-imidazole; Thiamazole Imp. B (EP); Thiamazole Impurity B|3-methylimidazole|N-methyl-imidazol|N-methyl-imidazole|1-methyl imidazoShow More

Canonical SMILES:  Cn1ccnc1

Standard InChI:  InChI=1S/C4H6N2/c1-6-3-2-5-4-6/h2-4H,1H3

Standard InChI Key:  MCTWTZJPVLRJOU-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

Associated Targets(Human)

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NFKB1 Tclin Nuclear factor NF-kappa-B p105 subunit (1459 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FEN1 Tchem Flap endonuclease 1 (12055 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD1 Tclin Dopamine D1 receptor (9720 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ARSA Tbio Cerebroside-sulfatase (655 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Ephx1 Epoxide hydrolase 1 (31 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus pyogenes (16140 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
nfo Endonuclease 4 (425 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (11336 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 82.11Molecular Weight (Monoisotopic): 82.0531AlogP: 0.42#Rotatable Bonds:
Polar Surface Area: 17.82Molecular Species: NEUTRALHBA: 2HBD:
#RO5 Violations: HBA (Lipinski): 2HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 6.58CX LogP: 0.08CX LogD: 0.03
Aromatic Rings: 1Heavy Atoms: 6QED Weighted: 0.44Np Likeness Score: -1.42

References

1. James MO, Sloan KB..  (1985)  Structural features of imidazole derivatives that enhance styrene oxide hydrolase activity in rat hepatic microsomes.,  28  (8): [PMID:4020834] [10.1021/jm00146a028]
2. Kim KH, Martin YC..  (1991)  Direct prediction of dissociation constants (pKa's) of clonidine-like imidazolines, 2-substituted imidazoles, and 1-methyl-2-substituted-imidazoles from 3D structures using a comparative molecular field analysis (CoMFA) approach.,  34  (7): [PMID:2066976] [10.1021/jm00111a020]
3. Silverman BD, Platt DE..  (1996)  Comparative molecular moment analysis (CoMMA): 3D-QSAR without molecular superposition.,  39  (11): [PMID:8667357] [10.1021/jm950589q]
4. So SS, Karplus M..  (1997)  Three-dimensional quantitative structure-activity relationships from molecular similarity matrices and genetic neural networks. 2. Applications.,  40  (26): [PMID:9435905] [10.1021/jm970488n]
5. Bodor N, Kaminski JJ, Selk S..  (1980)  Soft drugs. 1. Labile quaternary ammonium salts as soft antimicrobials.,  23  (5): [PMID:7381846] [10.1021/jm00179a001]
6. Dubowchik GM, Gawlak SL, Firestone RA.  (1995)  The in vitro effects of three lysosomotropic detergents against three human tumor cell lines,  (8): [10.1016/0960-894X(95)00136-H]
7. Roy K, Pratim Roy P..  (2009)  Comparative chemometric modeling of cytochrome 3A4 inhibitory activity of structurally diverse compounds using stepwise MLR, FA-MLR, PLS, GFA, G/PLS and ANN techniques.,  44  (7): [PMID:19128860] [10.1016/j.ejmech.2008.12.004]
8. Diamandis P, Wildenhain J, Clarke ID, Sacher AG, Graham J, Bellows DS, Ling EK, Ward RJ, Jamieson LG, Tyers M, Dirks PB..  (2007)  Chemical genetics reveals a complex functional ground state of neural stem cells.,  (5): [PMID:17417631] [10.1038/nchembio873]
9. PubChem BioAssay data set, 
10. PubChem BioAssay data set, 
11. PubChem BioAssay data set, 
12. Firestone RA, Pisano JM, Bonney RJ..  (1979)  Lysosomotropic agents. 1. Synthesis and cytotoxic action of lysosomotropic detergents.,  22  (9): [PMID:114658] [10.1021/jm00195a026]
13. PubChem BioAssay data set, 
14.  (2015)  Cosmetic compositions containing substituted azole and methods for improving the appearance of aging skin, 
15.  (2015)  Cosmetic compositions containing substituted azole and methods for alleviating the signs of photoaged skin, 
16. Maria Kuzikov, Elisa Costanzi, Jeanette Reinshagen, Francesca Esposito, Laura Vangeel, Markus Wolf, Bernhard Ellinger, Carsten Claussen, Gerd Geisslinger, Angela Corona, Daniela Iaconis, Carmine Talarico, Candida Manelfi, Rolando Cannalire, Giulia Rossetti, Jonas Gossen, Simone Albani, Francesco Musiani, Katja Herzog, Yang Ye, Barbara Giabbai, Nicola Demitri, Dirk Jochmans, Steven De Jonghe, Jasper Rymenants, Vincenzo Summa, Enzo Tramontano, Andrea R. Beccari, Pieter Leyssen, Paola Storici, Johan Neyts, Philip Gribbon, and Andrea Zaliani.  (2020)  Identification of inhibitors of SARS-Cov2 M-Pro enzymatic activity using a small molecule repurposing screen,  [10.6019/CHEMBL4495564]
17. Andrea Zaliani, Laura Vangeel, Jeanette Reinshagen, Daniela Iaconis, Maria Kuzikov, Oliver Keminer, Markus Wolf, Bernhard Ellinger, Francesca Esposito, Angela Corona, Enzo Tramontano, Candida Manelfi, Katja Herzog, Dirk Jochmans, Steven De Jonghe, Winston Chiu, Thibault Francken, Joost Schepers, Caroline Collard, Kayvan Abbasi, Carsten Claussen , Vincenzo Summa, Andrea R. Beccari, Johan Neyts, Philip Gribbon and Pieter Leyssen.  (2020)  Cytopathic SARS-Cov2 screening on VERO-E6 cells in a large repurposing effort,  [10.6019/CHEMBL4495565]