(E)-3-(2,4-dichlorophenyl)-N-hydroxy-N-(3-(2-iodoacetamido)propyl)acrylamide

ID: ALA4776429

Chembl Id: CHEMBL4776429

PubChem CID: 162642907

Max Phase: Preclinical

Molecular Formula: C14H15Cl2IN2O3

Molecular Weight: 457.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CI)NCCCN(O)C(=O)/C=C/c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C14H15Cl2IN2O3/c15-11-4-2-10(12(16)8-11)3-5-14(21)19(22)7-1-6-18-13(20)9-17/h2-5,8,22H,1,6-7,9H2,(H,18,20)/b5-3+

Standard InChI Key:  CCHCDQCRSRIDGM-HWKANZROSA-N

Alternative Forms

1. Parent:

   

   ALA4776429

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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: 457.10

Molecular Weight (Monoisotopic): 455.9504

AlogP: 3.17

#Rotatable Bonds: 7

Polar Surface Area: 69.64

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.77

CX Basic pKa: ┄

CX LogP: 2.79

CX LogD: 2.77

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.17

Np Likeness Score: -0.85

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