(3R)-3-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-7-(2,2-difluoroethoxy)-2-hydroxy-3,4-dihydro-1,2-benzoxaborinine-8-carboxylic acid

ID: ALA4637580

PubChem CID: 140786623

Max Phase: Preclinical

Molecular Formula: C13H12BF2N3O5S2

Molecular Weight: 403.20

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nnc(S[C@H]2Cc3ccc(OCC(F)F)c(C(=O)O)c3OB2O)s1

Standard InChI:  InChI=1S/C13H12BF2N3O5S2/c15-8(16)4-23-6-2-1-5-3-7(25-13-19-18-12(17)26-13)14(22)24-10(5)9(6)11(20)21/h1-2,7-8,22H,3-4H2,(H2,17,18)(H,20,21)/t7-/m0/s1

Standard InChI Key:  ZGSIYEBJAVKZBU-ZETCQYMHSA-N

Molfile:  

 
     RDKit          2D

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    6.6408   -2.6017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6380   -1.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9226   -1.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2096   -2.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2138   -1.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5033   -1.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7841   -1.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7800   -2.5950    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
    4.4950   -3.0146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9242   -3.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2096   -4.2523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6386   -4.2526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0630   -3.0032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0723   -1.3506    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3553   -1.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6069   -1.4148    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0510   -2.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4589   -2.7414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2668   -2.5749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3559   -3.0131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0696   -2.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7848   -3.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4985   -2.5972    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.7861   -3.8358    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.2311   -1.9329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
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  1 11  1  0
 11 12  1  0
 11 13  2  0
  9 14  1  0
  8 15  1  1
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 16  2  0
  2 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 18 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4637580

   ---

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: 403.20

Molecular Weight (Monoisotopic): 403.0279

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Hecker SJ, Reddy KR, Lomovskaya O, Griffith DC, Rubio-Aparicio D, Nelson K, Tsivkovski R, Sun D, Sabet M, Tarazi Z, Parkinson J, Totrov M, Boyer SH, Glinka TW, Pemberton OA, Chen Y, Dudley MN..  (2020)  Discovery of Cyclic Boronic Acid QPX7728, an Ultrabroad-Spectrum Inhibitor of Serine and Metallo-β-lactamases.,  63  (14): [PMID:32150407] [10.1021/acs.jmedchem.9b01976]

Source

Source(1):

• Scientific Literature