US8487093, 134

ID: ALA3983979

PubChem CID: 44184716

Max Phase: Preclinical

Molecular Formula: C13H22N4O6S

Molecular Weight: 362.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCC1CCCCN1C(=O)[C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)O

Standard InChI:  InChI=1S/C13H22N4O6S/c14-7-9-3-1-2-6-15(9)12(18)11-5-4-10-8-16(11)13(19)17(10)23-24(20,21)22/h9-11H,1-8,14H2,(H,20,21,22)/t9?,10-,11+/m1/s1

Standard InChI Key:  CIYYNXMNNCKHIS-ZOCYIJKUSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  1  0  0  0  0  0999 V2000
    3.6683    5.0196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0951    3.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8777    2.6847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3772    2.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1621    1.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4476    0.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9481    0.0876    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  1  0
  6  7  1  0
  7  8  1  0
  8  3  1  0
  8  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:

   

   ALA3983979

   [(2S,5R)-2-[2-(aminomethyl)piperidine-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: -0.67

#Rotatable Bonds: 4

Polar Surface Area: 133.48

Molecular Species: ZWITTERION

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.97

CX Basic pKa: 9.18

CX LogP: -2.21

CX LogD: -2.22

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.63

Np Likeness Score: -0.34

References

1.  (2013)  Œ=-lactamase inhibitors, 

Source

Source(1):

• BindingDB Database