Sodium salt (5R,6R)-3-tert-butyl-6-hydroxymethyl-7-oxo-4-oxa-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate

ID: ALA71312

PubChem CID: 44310260

Max Phase: Preclinical

Molecular Formula: C11H14NNaO5

Molecular Weight: 241.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)C1=C(C(=O)[O-])N2C(=O)[C@H](CO)[C@H]2O1.[Na+]

Standard InChI:  InChI=1S/C11H15NO5.Na/c1-11(2,3)7-6(10(15)16)12-8(14)5(4-13)9(12)17-7;/h5,9,13H,4H2,1-3H3,(H,15,16);/q;+1/p-1/t5-,9+;/m0./s1

Standard InChI Key:  SMXZLUQMLSNJAH-XEDRIYAZSA-M

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
    5.1250   -5.6000    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    5.6500   -3.0417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4375   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6500   -2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8250   -3.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9125   -2.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8250   -2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4250   -1.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6875   -4.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7375   -2.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -3.6292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9792   -4.6417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5000   -4.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -1.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4500   -0.8417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1125   -3.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8125   -1.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5125   -2.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4874   -1.2383    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  2  1  0
  5  2  1  0
  6  3  2  0
  7  5  1  0
  4  8  1  0
  9  3  1  0
 10  6  1  0
 11  5  2  0
 12  9  1  0
 13  9  2  0
  7 14  1  6
 14 15  1  0
 16 10  1  0
 17 10  1  0
 18 10  1  0
  4  7  1  0
  6  8  1  0
  4 19  1  6
M  CHG  2   1   1  12  -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: 241.24

Molecular Weight (Monoisotopic): 241.0950

AlogP: 0.14

#Rotatable Bonds: 2

Polar Surface Area: 87.07

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.05

CX Basic pKa: ┄

CX LogP: -0.37

CX LogD: -3.50

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.67

Np Likeness Score: 0.90

References

1. Wild H, Metzger K.  (1993)  Substituted 6-alkyloxapenems: potent -lactamase inhibitors: synthesis and biological characterization,  3  (11): [10.1016/S0960-894X(01)80926-4]

Source

Source(1):

• Scientific Literature