ID: ALA2047939

Max Phase: Preclinical

Molecular Formula: C12H12Cl2O3

Molecular Weight: 275.13

Molecule Type: Small molecule

Representations

Synonyms (1): Ethyl 2-((2,4-Dichlorophenyl)(Hydroxy)Methyl)Acrylate
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C(C(=O)OCC)C(O)c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C12H12Cl2O3/c1-3-17-12(16)7(2)11(15)9-5-4-8(13)6-10(9)14/h4-6,11,15H,2-3H2,1H3

Standard InChI Key:  VCOVRIRJUVQYAG-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: 275.13

Molecular Weight (Monoisotopic): 274.0163

AlogP: 3.15

#Rotatable Bonds: 4

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.37

CX Basic pKa:

CX LogP: 3.38

CX LogD: 3.38

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.68

Np Likeness Score: -0.21

References

1. Lima-Junior CG, Vasconcellos ML..  (2012)  Morita-Baylis-Hillman adducts: biological activities and potentialities to the discovery of new cheaper drugs.,  20  (13): [PMID:22632793] [10.1016/j.bmc.2012.04.061]

2. Cocco M, Garella D, Di Stilo A, Borretto E, Stevanato L, Giorgis M, Marini E, Fantozzi R, Miglio G, Bertinaria M..  (2014)  Electrophilic warhead-based design of compounds preventing NLRP3 inflammasome-dependent pyroptosis.,  57  (24): [PMID:25418070] [10.1021/jm501072b]

3. Cocco M, Pellegrini C, Martínez-Banaclocha H, Giorgis M, Marini E, Costale A, Miglio G, Fornai M, Antonioli L, López-Castejón G, Tapia-Abellán A, Angosto D, Hafner-Bratkovič I, Regazzoni L, Blandizzi C, Pelegrín P, Bertinaria M..  (2017)  Development of an Acrylate Derivative Targeting the NLRP3 Inflammasome for the Treatment of Inflammatory Bowel Disease.,  60  (9): [PMID:28410442] [10.1021/acs.jmedchem.6b01624]

Source

Source(1):

• Scientific Literature