US8487093, 224

ID: ALA3951105

PubChem CID: 44183043

Max Phase: Preclinical

Molecular Formula: C11H17N3O7S

Molecular Weight: 335.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O[C@@H]1CCNC1)[C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)O

Standard InChI:  InChI=1S/C11H17N3O7S/c15-10(20-8-3-4-12-5-8)9-2-1-7-6-13(9)11(16)14(7)21-22(17,18)19/h7-9,12H,1-6H2,(H,17,18,19)/t7-,8-,9+/m1/s1

Standard InChI Key:  FGNBHTVFAOCZLQ-HLTSFMKQSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  1  0  0  0  0  0999 V2000
   -1.5290   -4.1726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6608   -3.7738    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5718   -4.5549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4400   -4.9533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9361   -2.2985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8063   -1.3319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8393    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9488    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8975   -0.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6421    0.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.6568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0947    1.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6568   -0.6386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2223   -1.4554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6055    1.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7867    1.6253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0965    3.2488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0640    4.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6935    5.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9692    6.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1139    5.6563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5458    4.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  7  1  0
 11 13  1  0
 13  6  1  0
 13 14  2  0
 10 15  1  6
 15 16  2  0
 15 17  1  0
 18 17  1  6
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3951105

   [(3R)-pyrrolidin-3-yl] (2S,5R)-7-oxo-6-sulfooxy-1,6-diazabicyclo[3.2.1]octane-2-carboxylate

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: 335.34

Molecular Weight (Monoisotopic): 335.0787

AlogP: -1.11

#Rotatable Bonds: 4

Polar Surface Area: 125.48

Molecular Species: ZWITTERION

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -2.12

CX Basic pKa: 10.10

CX LogP: -2.44

CX LogD: -2.44

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.49

Np Likeness Score: 0.09

References

1.  (2013)  Œ=-lactamase inhibitors, 

Source

Source(1):

• BindingDB Database