2-(5-(Biphen-4-ylsulfonamido)-1,3,4-thiadiazol-2-yl)acetate

ID: ALA1685061

PubChem CID: 53323735

Max Phase: Preclinical

Molecular Formula: C15H13N3O3S2

Molecular Weight: 347.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(Nc1nnc(CO)s1)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C15H13N3O3S2/c19-10-14-16-17-15(22-14)18-23(20,21)13-8-6-12(7-9-13)11-4-2-1-3-5-11/h1-9,19H,10H2,(H,17,18)

Standard InChI Key:  QDHJOKPUXZVKLP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   15.5831    3.1870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4081    3.1870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9956    2.4708    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.4976    2.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2811    2.0583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7101    2.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4232    2.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1372    2.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1376    1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4182    0.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7071    1.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2446    3.1070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4196    3.1106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1613    2.3270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8267    1.8393    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.8516    0.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8461   -0.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5592   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2752   -0.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2737    0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5600    1.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3756    2.0753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7648    2.6299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4 12  2  0
  3  6  1  0
  6  7  2  0
  3  2  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15  4  1  0
  7  8  1  0
  9 16  1  0
  4  5  1  0
 16 17  2  0
  8  9  2  0
 17 18  1  0
  5  3  1  0
 18 19  2  0
  9 10  1  0
 19 20  1  0
  1  3  2  0
 20 21  2  0
 21 16  1  0
 10 11  2  0
 14 22  1  0
 11  6  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1685061

   2-(5-(Biphen-4-ylsulfonamido)-1,3,4-thiadiazol-2-yl)acetate

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: 347.42

Molecular Weight (Monoisotopic): 347.0398

AlogP: 2.50

#Rotatable Bonds: 5

Polar Surface Area: 92.18

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.52

CX Basic pKa: ┄

CX LogP: 1.87

CX LogD: 1.21

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.74

Np Likeness Score: -1.52

References

1. Ahad AM, Zuohe S, Du-Cuny L, Moses SA, Zhou LL, Zhang S, Powis G, Meuillet EJ, Mash EA..  (2011)  Development of sulfonamide AKT PH domain inhibitors.,  19  (6): [PMID:21353784] [10.1016/j.bmc.2011.01.049]

Source

Source(1):

• Scientific Literature