(E)-3-(2,4-dichlorophenyl)-N-hydroxy-N-(5-(oxiran-2-yl)pentyl)acrylamide

ID: ALA4779141

Chembl Id: CHEMBL4779141

PubChem CID: 162662644

Max Phase: Preclinical

Molecular Formula: C16H19Cl2NO3

Molecular Weight: 344.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(Cl)cc1Cl)N(O)CCCCCC1CO1

Standard InChI:  InChI=1S/C16H19Cl2NO3/c17-13-7-5-12(15(18)10-13)6-8-16(20)19(21)9-3-1-2-4-14-11-22-14/h5-8,10,14,21H,1-4,9,11H2/b8-6+

Standard InChI Key:  UONDFONGDQMYME-SOFGYWHQSA-N

Alternative Forms

1. Parent:

   

   ALA4779141

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 344.24

Molecular Weight (Monoisotopic): 343.0742

AlogP: 4.18

#Rotatable Bonds: 8

Polar Surface Area: 53.07

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.78

CX Basic pKa: ┄

CX LogP: 4.07

CX LogD: 4.05

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.25

Np Likeness Score: -0.09

References

1. Turner, Lewis D., Nielsen, Alexander L., Lin, Lucy, Pellett, Sabine, Sugane, Takashi, Olson, Margaret E., Johnson, Eric A., Janda, Kim D..  (2021)  Irreversible inhibition of BoNT/A protease: proximity-driven reactivity contingent upon a bifunctional approach,  12  (6.0): [PMID:34223161] [10.1039/d1md00089f]

2. Patel EN, Turner LD, Hixon MS, Janda KD..  (2022)  Identification of Slow-Binding Inhibitors of the BoNT/A Protease.,  13  (4.0): [PMID:35450355] [10.1021/acsmedchemlett.2c00028]

Source

Source(1):

• Scientific Literature