US8487093, 192

ID: ALA3957507

PubChem CID: 44182903

Max Phase: Preclinical

Molecular Formula: C17H23N5O6S

Molecular Weight: 425.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(C2CCNCC2)ccn1)[C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)O

Standard InChI:  InChI=1S/C17H23N5O6S/c23-16(20-15-9-12(5-8-19-15)11-3-6-18-7-4-11)14-2-1-13-10-21(14)17(24)22(13)28-29(25,26)27/h5,8-9,11,13-14,18H,1-4,6-7,10H2,(H,19,20,23)(H,25,26,27)/t13-,14+/m1/s1

Standard InChI Key:  IVIBSXDLKKQASQ-KGLIPLIRSA-N

Molfile:  

     RDKit          2D

 29 32  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
    3.0640    4.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5574    5.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5267    6.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0027    6.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5094    5.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5401    4.1291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0197    8.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5440    8.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0395   10.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0107   11.1906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4863   10.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9907    9.5086    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  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 20 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3957507

   [(2S,5R)-7-oxo-2-[(4-piperidin-4-ylpyridin-2-yl)carbamoyl]-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: 425.47

Molecular Weight (Monoisotopic): 425.1369

AlogP: 0.49

#Rotatable Bonds: 5

Polar Surface Area: 141.17

Molecular Species: ZWITTERION

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -2.17

CX Basic pKa: 10.02

CX LogP: -1.26

CX LogD: -1.26

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.58

Np Likeness Score: -0.59

References

1.  (2013)  Œ=-lactamase inhibitors, 

Source

Source(1):

• BindingDB Database