sodium 4-(isoxazol-4-yl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-en-6-yl sulfate

ID: ALA4470489

PubChem CID: 122668376

Max Phase: Preclinical

Molecular Formula: C9H8N3NaO6S

Molecular Weight: 287.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1N2CC=C(c3cnoc3)C(C2)N1OS(=O)(=O)[O-].[Na+]

Standard InChI:  InChI=1S/C9H9N3O6S.Na/c13-9-11-2-1-7(6-3-10-17-5-6)8(4-11)12(9)18-19(14,15)16;/h1,3,5,8H,2,4H2,(H,14,15,16);/q;+1/p-1

Standard InChI Key:  VZSABGDLMFHTMJ-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    8.4764  -18.9922    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    8.0760  -14.8664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1717  -15.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1717  -16.4679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1643  -17.2600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7271  -17.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8521  -14.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1775  -17.2146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4886  -15.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6188  -15.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8054  -16.4679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4899  -17.6142    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.8054  -15.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0536  -18.1761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8608  -15.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2344  -17.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8013  -17.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6048  -14.2333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4886  -16.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4857  -16.8181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 18  7  1  0
 15 10  1  0
 17 16  2  0
 13 11  1  0
 17  5  1  0
  8 12  2  0
  3 15  1  0
  4  5  1  0
 12 20  2  0
 11 17  1  0
  4  3  1  0
  2 18  1  0
 12 14  1  0
  7 15  2  0
 13  9  1  0
 19  4  1  0
  3  9  2  0
  5  6  1  0
 10  2  2  0
  6 12  1  0
 11 19  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: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 287.25

Molecular Weight (Monoisotopic): 287.0212

AlogP: -0.09

#Rotatable Bonds: 3

Polar Surface Area: 113.18

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -2.44

CX Basic pKa: ┄

CX LogP: -2.28

CX LogD: -3.19

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.77

Np Likeness Score: -0.12

References

1. Levy N, Bruneau JM, Le Rouzic E, Bonnard D, Le Strat F, Caravano A, Chevreuil F, Barbion J, Chasset S, Ledoussal B, Moreau F, Ruff M..  (2019)  Structural Basis for E. coli Penicillin Binding Protein (PBP) 2 Inhibition, a Platform for Drug Design.,  62  (9): [PMID:30995398] [10.1021/acs.jmedchem.9b00338]

Source

Source(1):

• Scientific Literature