US8487093, 264

ID: ALA3963057

PubChem CID: 58529988

Max Phase: Preclinical

Molecular Formula: C13H21N3O8S

Molecular Weight: 379.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(OCC1CNCCCO1)[C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)O

Standard InChI:  InChI=1S/C13H21N3O8S/c17-12(23-8-10-6-14-4-1-5-22-10)11-3-2-9-7-15(11)13(18)16(9)24-25(19,20)21/h9-11,14H,1-8H2,(H,19,20,21)/t9-,10?,11+/m1/s1

Standard InChI Key:  JOCNFPCECUDFRC-FBKFWFMHSA-N

Molfile:  

     RDKit          2D

 25 27  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
    2.5550    5.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5978    6.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4128    8.3849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1337    9.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7236    8.6568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2444    7.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0569    5.9745    0.0000 O   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 23  1  0
 23 24  1  0
 24 25  1  0
 25 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3963057

   1,4-oxazepan-2-ylmethyl (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: 379.39

Molecular Weight (Monoisotopic): 379.1049

AlogP: -1.09

#Rotatable Bonds: 5

Polar Surface Area: 134.71

Molecular Species: ZWITTERION

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -2.06

CX Basic pKa: 9.63

CX LogP: -2.49

CX LogD: -2.49

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.45

Np Likeness Score: -0.15

References

1.  (2013)  Œ=-lactamase inhibitors, 

Source

Source(1):

• BindingDB Database