Sodium salt 3-(3-hydroxy-propenyl)-3-methyl-4,4,7-trioxo-4lambda*6*-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

ID: ALA124227

PubChem CID: 44347763

Max Phase: Preclinical

Molecular Formula: C10H12NNaO6S

Molecular Weight: 275.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]1(C=CCO)[C@H](C(=O)[O-])N2C(=O)C[C@H]2S1(=O)=O.[Na+]

Standard InChI:  InChI=1S/C10H13NO6S.Na/c1-10(3-2-4-12)8(9(14)15)11-6(13)5-7(11)18(10,16)17;/h2-3,7-8,12H,4-5H2,1H3,(H,14,15);/q;+1/p-1/t7-,8+,10+;/m1./s1

Standard InChI Key:  UMPQSUPTTBQZIB-QVUDESDKSA-M

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
    7.4292   -6.3417    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    5.4042   -3.2167    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6125   -4.2542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9875   -3.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6125   -3.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4042   -4.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7875   -4.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7875   -3.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167   -5.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9917   -2.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167   -2.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5750   -4.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2042   -4.8417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6417   -5.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4042   -5.8917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5750   -3.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4000   -4.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6167   -3.6292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1375   -4.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3042   -2.5542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  5  1  0
  4  2  1  0
  5  2  1  0
  6  4  1  0
  7  8  1  0
  8  5  1  0
  6  9  1  6
 10  2  2  0
 11  2  2  0
  4 12  1  1
 13  7  2  0
 14  9  1  0
 15  9  2  0
  4 16  1  6
 17 12  2  3
 18 19  1  0
 19 17  1  0
  5 20  1  6
  3  6  1  0
  7  3  1  0
M  CHG  2   1   1  14  -1
M  END

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: 275.28

Molecular Weight (Monoisotopic): 275.0464

AlogP: -1.27

#Rotatable Bonds: 3

Polar Surface Area: 111.98

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.17

CX Basic pKa: ┄

CX LogP: -1.41

CX LogD: -4.86

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.49

Np Likeness Score: 1.14

References

1. Richter HG, Angehrn P, Hubschwerlen C, Kania M, Page MG, Specklin JL, Winkler FK..  (1996)  Design, synthesis, and evaluation of 2 beta-alkenyl penam sulfone acids as inhibitors of beta-lactamases.,  39  (19): [PMID:8809160] [10.1021/jm9601967]

Source

Source(1):

• Scientific Literature