US8487093, 210

ID: ALA3889864

PubChem CID: 58530007

Max Phase: Preclinical

Molecular Formula: C11H17N5O6S

Molecular Weight: 347.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN=C1NC(=O)[C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)O

Standard InChI:  InChI=1S/C11H17N5O6S/c1-14-5-4-12-10(14)13-9(17)8-3-2-7-6-15(8)11(18)16(7)22-23(19,20)21/h7-8H,2-6H2,1H3,(H,12,13,17)(H,19,20,21)/t7-,8+/m1/s1

Standard InChI Key:  AIZGEXNWBOUBOP-SFYZADRCSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  1  0  0  0  0  0999 V2000
    6.1777    1.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3545    2.8658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6239    4.3414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3037    5.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2185    4.0181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8783    2.6852    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
    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
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  2  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
 10  8  1  6
 10 11  1  0
 11 12  1  0
 13 12  1  1
 13 14  1  0
 14 15  1  0
 15 10  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 13  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  2  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3889864

   [(2S,5R)-2-[(1-methyl-4,5-dihydroimidazol-2-yl)carbamoyl]-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: 347.35

Molecular Weight (Monoisotopic): 347.0900

AlogP: -1.59

#Rotatable Bonds: 3

Polar Surface Area: 131.85

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -2.07

CX Basic pKa: 6.37

CX LogP: -1.84

CX LogD: -2.86

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.59

Np Likeness Score: -0.51

References

1.  (2013)  Œ=-lactamase inhibitors, 

Source

Source(1):

• BindingDB Database