US8487093, 148

ID: ALA3895474

PubChem CID: 44182451

Max Phase: Preclinical

Molecular Formula: C13H22N4O6S

Molecular Weight: 362.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C1CCN(C(=O)[C@@H]2CC[C@@H]3CN2C(=O)N3OS(=O)(=O)O)C1

Standard InChI:  InChI=1S/C13H22N4O6S/c1-14(2)9-5-6-15(7-9)12(18)11-4-3-10-8-16(11)13(19)17(10)23-24(20,21)22/h9-11H,3-8H2,1-2H3,(H,20,21,22)/t9?,10-,11+/m1/s1

Standard InChI Key:  XQEJZAYKSCNDRE-ZOCYIJKUSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  1  0  0  0  0  0999 V2000
    6.6081   -1.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7028   -0.1719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7863    0.3439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4690    0.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4283    2.1776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9897    2.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630    1.3657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0556    0.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6628    1.3245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348    2.3471    0.0000 O   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 C   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
   -0.8393    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8063   -1.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6902   -2.1435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6568   -0.6386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4080   -1.7063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0178   -3.1555    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8648   -4.0056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1417   -3.4643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2947   -4.3141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  1  0
  7  9  1  0
  9 10  2  0
 11  9  1  6
 11 12  1  0
 12 13  1  0
 14 13  1  1
 14 15  1  0
 15 16  1  0
 16 11  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 14  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  2  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3895474

   [(2S,5R)-2-[3-(dimethylamino)pyrrolidine-1-carbonyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate

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: 362.41

Molecular Weight (Monoisotopic): 362.1260

AlogP: -0.85

#Rotatable Bonds: 4

Polar Surface Area: 110.70

Molecular Species: ZWITTERION

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.94

CX Basic pKa: 8.81

CX LogP: -2.83

CX LogD: -2.84

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.65

Np Likeness Score: -0.89

References

1.  (2013)  Œ=-lactamase inhibitors, 

Source

Source(1):

• BindingDB Database