(E)-S-(6-(3-(2,4-Dichlorophenyl)-N-hydroxyacrylamido)-hexyl)methanesulfonothioate

ID: ALA4745069

Chembl Id: CHEMBL4745069

PubChem CID: 162647547

Max Phase: Preclinical

Molecular Formula: C16H21Cl2NO4S2

Molecular Weight: 426.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)SCCCCCCN(O)C(=O)/C=C/c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C16H21Cl2NO4S2/c1-25(22,23)24-11-5-3-2-4-10-19(21)16(20)9-7-13-6-8-14(17)12-15(13)18/h6-9,12,21H,2-5,10-11H2,1H3/b9-7+

Standard InChI Key:  FEHRNGFCIUEOAX-VQHVLOKHSA-N

Alternative Forms

1. Parent:

   

   ALA4745069

   ---

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: 426.39

Molecular Weight (Monoisotopic): 425.0289

AlogP: 4.48

#Rotatable Bonds: 10

Polar Surface Area: 74.68

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.78

CX Basic pKa: ┄

CX LogP: 3.97

CX LogD: 3.95

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.20

Np Likeness Score: -0.71

References

1. Lin L,Olson ME,Sugane T,Turner LD,Tararina MA,Nielsen AL,Kurbanov EK,Pellett S,Johnson EA,Cohen SM,Allen KN,Janda KD.  (2020)  Catch and Anchor Approach To Combat Both Toxicity and Longevity of Botulinum Toxin A.,  63  (19.0): [PMID:32886509] [10.1021/acs.jmedchem.0c01006]

2. 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]

Source

Source(1):

• Scientific Literature