4-[4-((Thiiran-2-yl)methylsulfonyl)phenoxy]benazamine

ID: ALA1834422

Chembl Id: CHEMBL1834422

PubChem CID: 54669762

Max Phase: Preclinical

Molecular Formula: C15H15NO3S2

Molecular Weight: 321.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc(Oc2ccc(S(=O)(=O)CC3CS3)cc2)cc1

Standard InChI:  InChI=1S/C15H15NO3S2/c16-11-1-3-12(4-2-11)19-13-5-7-15(8-6-13)21(17,18)10-14-9-20-14/h1-8,14H,9-10,16H2

Standard InChI Key:  AGULWCWMDMKUSF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1834422

   4-[4-(Thiiran-2-ylmethylsulfonyl)phenoxy]aniline

2. Alternative Forms:

   

   ALA1834422

   ND-322 (hydrochloride)

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: 321.42

Molecular Weight (Monoisotopic): 321.0493

AlogP: 2.95

#Rotatable Bonds: 5

Polar Surface Area: 69.39

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 4.08

CX LogP: 1.92

CX LogD: 1.92

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: -0.69

References

1. Gooyit M, Lee M, Schroeder VA, Ikejiri M, Suckow MA, Mobashery S, Chang M..  (2011)  Selective water-soluble gelatinase inhibitor prodrugs.,  54  (19): [PMID:21866961] [10.1021/jm200566e]

2. Gooyit M, Song W, Mahasenan KV, Lichtenwalter K, Suckow MA, Schroeder VA, Wolter WR, Mobashery S, Chang M..  (2013)  O-phenyl carbamate and phenyl urea thiiranes as selective matrix metalloproteinase-2 inhibitors that cross the blood-brain barrier.,  56  (20): [PMID:24028490] [10.1021/jm401217d]

3. Das S, Amin SA, Jha T..  (2021)  Inhibitors of gelatinases (MMP-2 and MMP-9) for the management of hematological malignancies.,  223  [PMID:34157437] [10.1016/j.ejmech.2021.113623]

4. Baidya SK, Amin SA, Jha T..  (2021)  Outline of gelatinase inhibitors as anti-cancer agents: A patent mini-review for 2010-present.,  213  [PMID:33279289] [10.1016/j.ejmech.2020.113044]

Source

Source(1):

• Scientific Literature