(E)-N-Hydroxy-3-(3-(quinolin-2-ylsulfonyl)phenyl)acrylamide

ID: ALA3973951

Chembl Id: CHEMBL3973951

PubChem CID: 134154228

Max Phase: Preclinical

Molecular Formula: C18H14N2O4S

Molecular Weight: 354.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1cccc(S(=O)(=O)c2ccc3ccccc3n2)c1)NO

Standard InChI:  InChI=1S/C18H14N2O4S/c21-17(20-22)10-8-13-4-3-6-15(12-13)25(23,24)18-11-9-14-5-1-2-7-16(14)19-18/h1-12,22H,(H,20,21)/b10-8+

Standard InChI Key:  IKAGIRWSFSPBSC-CSKARUKUSA-N

Alternative Forms

1. Parent:

   

   ALA3973951

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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

Calculated Properties

Molecular Weight: 354.39

Molecular Weight (Monoisotopic): 354.0674

AlogP: 2.59

#Rotatable Bonds: 4

Polar Surface Area: 96.36

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.56

CX Basic pKa:

CX LogP: 3.03

CX LogD: 3.03

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.43

Np Likeness Score: -0.75

References

1. Lee HY, Chang CY, Su CJ, Huang HL, Mehndiratta S, Chao YH, Hsu CM, Kumar S, Sung TY, Huang YZ, Li YH, Yang CR, Liou JP..  (2016)  2-(Phenylsulfonyl)quinoline N-hydroxyacrylamides as potent anticancer agents inhibiting histone deacetylase.,  122  [PMID:27344487] [10.1016/j.ejmech.2016.06.023]

2. Lauria A, La Monica G, Bono A, Martorana A..  (2021)  Quinoline anticancer agents active on DNA and DNA-interacting proteins: From classical to emerging therapeutic targets.,  220  [PMID:34052677] [10.1016/j.ejmech.2021.113555]

Source

Source(1):

• Scientific Literature