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

ID: ALA415245

PubChem CID: 44310213

Max Phase: Preclinical

Molecular Formula: C11H15N2NaO4

Molecular Weight: 240.26

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H16N2O4.Na/c1-11(2,3)7-6(10(15)16)13-8(14)5(4-12)9(13)17-7;/h5,9H,4,12H2,1-3H3,(H,15,16);/q;+1/p-1/t5-,9+;/m0./s1

Standard InChI Key:  YOUMPOQQCPCSKC-XEDRIYAZSA-M

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
    4.3792   -8.2792    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    5.4292   -6.7542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2167   -7.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4292   -5.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6042   -6.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7042   -6.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6042   -5.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2042   -5.6667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792   -7.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5167   -6.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167   -7.3417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0167   -8.5792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2792   -7.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167   -5.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292   -4.5542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8917   -7.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5917   -5.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2917   -6.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2666   -4.9425    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
 15 14  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: 240.26

Molecular Weight (Monoisotopic): 240.1110

AlogP: 0.10

#Rotatable Bonds: 2

Polar Surface Area: 92.86

Molecular Species: ZWITTERION

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.90

CX Basic pKa: 9.01

CX LogP: -2.74

CX LogD: -2.74

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.67

Np Likeness Score: 0.72

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