[3-[[4-[5-[(3,4-dichlorophenyl)methylene]-4-oxothiazol-2-yl]piperazin-1-yl]methyl]phenyl]boronic acid

ID: ALA4540122

PubChem CID: 72699322

Max Phase: Preclinical

Molecular Formula: C21H20BCl2N3O3S

Molecular Weight: 476.19

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1N=C(N2CCN(Cc3cccc(B(O)O)c3)CC2)S/C1=C\c1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C21H20BCl2N3O3S/c23-17-5-4-14(11-18(17)24)12-19-20(28)25-21(31-19)27-8-6-26(7-9-27)13-15-2-1-3-16(10-15)22(29)30/h1-5,10-12,29-30H,6-9,13H2/b19-12-

Standard InChI Key:  ZCKGWOBAJNWRNC-UNOMPAQXSA-N

Molfile:  

 
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   16.9732  -13.2452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6391  -13.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.9518   -8.8731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8264  -14.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3513  -13.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5392  -13.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2059  -14.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6906  -14.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5010  -14.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0594  -12.8401    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   14.3924  -12.0939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2466  -12.9249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4540122

   [3-({4-[(5z)-5-(3,4-Dichlorobenzylidene)-4-Oxo-4,5-Dihydro-1,3-Thiazol-2-Yl]piperazin-1-Yl}methyl)phenyl]boronic Acid

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: 476.19

Molecular Weight (Monoisotopic): 475.0695

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References

1. Kawaguchi M, Okabe T, Okudaira S, Hama K, Kano K, Nishimasu H, Nakagawa H, Ishitani R, Kojima H, Nureki O, Aoki J, Nagano T..  (2020)  Identification of Potent In Vivo Autotaxin Inhibitors that Bind to Both Hydrophobic Pockets and Channels in the Catalytic Domain.,  63  (6): [PMID:32134652] [10.1021/acs.jmedchem.9b01967]

2. Xiao YC, Yu JL, Dai QQ, Li G, Li GB..  (2021)  Targeting Metalloenzymes by Boron-Containing Metal-Binding Pharmacophores.,  64  (24.0): [PMID:34875836] [10.1021/acs.jmedchem.1c01691]

Source

Source(1):

• Scientific Literature