ID: ALA543

Max Phase: Preclinical

Molecular Formula: C4H6N2

Molecular Weight: 82.11

Molecule Type: Small molecule

Representations

Synonyms (1): N-Methylimidazole
Synonyms from Alternative Forms(1):

Canonical SMILES:  Cn1ccnc1

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

Standard InChI Key:  MCTWTZJPVLRJOU-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 82.11

Molecular Weight (Monoisotopic): 82.0531

AlogP: 0.42

#Rotatable Bonds: 0

Polar Surface Area: 17.82

Molecular Species: NEUTRAL

HBA: 2

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 6.58

CX LogP: 0.08

CX LogD: 0.03

Aromatic Rings: 1

Heavy Atoms: 6

QED Weighted: 0.44

Np 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,  5  (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.,  3  (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]

Source

Source(4):

• Scientific Literature
• PubChem BioAssays
• BindingDB Database
• SARS-CoV-2 Screening Data 2020-21