US8487093, 138

ID: ALA3913452

PubChem CID: 44182445

Max Phase: Preclinical

Molecular Formula: C11H18N4O6S

Molecular Weight: 334.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C([C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)O)N1CCNCC1

Standard InChI:  InChI=1S/C11H18N4O6S/c16-10(13-5-3-12-4-6-13)9-2-1-8-7-14(9)11(17)15(8)21-22(18,19)20/h8-9,12H,1-7H2,(H,18,19,20)/t8-,9+/m1/s1

Standard InChI Key:  PJEPRDICHXEIAI-BDAKNGLRSA-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 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0615    4.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5494    5.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724    6.0686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1074    4.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6194    3.5103    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
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3913452

   [(2S,5R)-7-oxo-2-(piperazine-1-carbonyl)-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: 334.35

Molecular Weight (Monoisotopic): 334.0947

AlogP: -1.58

#Rotatable Bonds: 3

Polar Surface Area: 119.49

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.94

CX Basic pKa: 7.82

CX LogP: -3.07

CX LogD: -3.20

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.60

Np Likeness Score: -0.53

References

1.  (2013)  Œ=-lactamase inhibitors, 

Source

Source(1):

• BindingDB Database