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

ID: ALA124507

PubChem CID: 44347991

Max Phase: Preclinical

Molecular Formula: C12H15N2NaO7S

Molecular Weight: 332.33

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H16N2O7S.Na/c1-12(5-4-7(15)13(2)21-3)10(11(17)18)14-8(16)6-9(14)22(12,19)20;/h4-5,9-10H,6H2,1-3H3,(H,17,18);/q;+1/p-1/b5-4-;/t9-,10+,12+;/m1./s1

Standard InChI Key:  YXPBGVWJRLIBJI-MMMCDXMYSA-M

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
    7.9292   -6.8375    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    5.4042   -3.2125    0.0000 S   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   -4.2542    0.0000 N   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
    6.5667   -4.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167   -5.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3917   -4.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8042   -3.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167   -2.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9917   -2.4917    0.0000 O   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
    8.6292   -3.6542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6417   -5.1792    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
    7.3917   -2.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5667   -3.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0417   -4.3792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0417   -2.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6292   -5.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3042   -2.6792    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  5  1  0
  5  2  1  0
  6  3  1  0
  7  8  1  0
  8  5  1  0
  3  9  1  0
  6 10  1  6
 11  9  2  0
 12 11  1  0
 13  2  2  0
 14  2  2  0
 15  7  2  0
 16 12  1  0
 17 10  1  0
 18 10  2  0
 19 12  2  0
  3 20  1  6
 21 16  1  0
 22 16  1  0
 23 21  1  0
  5 24  1  6
  4  6  1  0
  7  4  1  0
M  CHG  2   1   1  17  -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: 332.33

Molecular Weight (Monoisotopic): 332.0678

AlogP: -1.24

#Rotatable Bonds: 4

Polar Surface Area: 121.29

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.23

CX Basic pKa: ┄

CX LogP: -1.30

CX LogD: -4.74

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.39

Np Likeness Score: 0.27

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