Sodium salt (2S,3S,5R)-3-((Z)-2-chloro-vinyl)-3-methyl-4,4,7-trioxo-4lambda*6*-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

ID: ALA333581

PubChem CID: 44347749

Max Phase: Preclinical

Molecular Formula: C9H9ClNNaO5S

Molecular Weight: 279.70

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H10ClNO5S.Na/c1-9(2-3-10)7(8(13)14)11-5(12)4-6(11)17(9,15)16;/h2-3,6-7H,4H2,1H3,(H,13,14);/q;+1/p-1/b3-2-;/t6-,7+,9+;/m1./s1

Standard InChI Key:  TYKKTLGDDYOUFS-KCDLJULFSA-M

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
    7.4542   -5.2792    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    5.9875   -3.2167    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1792   -4.2500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5667   -3.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1917   -3.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9875   -4.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3542   -4.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3667   -3.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4000   -5.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1542   -4.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5750   -2.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4000   -2.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7750   -4.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2250   -5.1750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9750   -5.8917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9667   -4.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1542   -3.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3792   -3.6625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8375   -2.6167    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
  4 10  1  0
 11  2  2  0
 12  2  2  0
 13  7  2  0
 14  9  1  0
 15  9  2  0
 16 10  2  0
  4 17  1  6
 18 16  1  0
  5 19  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: 279.70

Molecular Weight (Monoisotopic): 278.9968

AlogP: -0.06

#Rotatable Bonds: 2

Polar Surface Area: 91.75

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.16

CX Basic pKa: ┄

CX LogP: -0.20

CX LogD: -3.65

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.71

Np Likeness Score: 0.82

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