US8487093, 9

ID: ALA3987101

PubChem CID: 91808132

Max Phase: Preclinical

Molecular Formula: C14H18N4O6S

Molecular Weight: 370.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCc1cc(CC(=O)[C@@H]2CCC3CN2C(=O)N3OS(=O)(=O)O)ccn1

Standard InChI:  InChI=1S/C14H18N4O6S/c15-7-10-5-9(3-4-16-10)6-13(19)12-2-1-11-8-17(12)14(20)18(11)24-25(21,22)23/h3-5,11-12H,1-2,6-8,15H2,(H,21,22,23)/t11?,12-/m0/s1

Standard InChI Key:  OIDGFWPCKPEZFA-KIYNQFGBSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  1  0  0  0  0  0999 V2000
    8.1582    5.1521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5900    4.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0899    4.0487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3777    2.7286    0.0000 C   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 C   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
    3.0911    3.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8033    5.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3027    5.3256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  9  7  1  6
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14  9  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 12  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  2  0
 19 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25  3  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3987101

   [(2S)-2-[2-[2-(aminomethyl)pyridin-4-yl]acetyl]-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: 370.39

Molecular Weight (Monoisotopic): 370.0947

AlogP: -0.35

#Rotatable Bonds: 6

Polar Surface Area: 143.13

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -2.06

CX Basic pKa: 8.09

CX LogP: -1.81

CX LogD: -1.89

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.65

Np Likeness Score: -0.33

References

1.  (2013)  Œ=-lactamase inhibitors, 

Source

Source(1):

• BindingDB Database