3-((6-chlorothiazolo[5,4-b]pyridin-2-yl)methoxy)-2,6-difluorobenzenesulfonamide

ID: ALA4070966

PubChem CID: 74762762

Max Phase: Preclinical

Molecular Formula: C13H8ClF2N3O3S2

Molecular Weight: 391.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1c(F)ccc(OCc2nc3cc(Cl)cnc3s2)c1F

Standard InChI:  InChI=1S/C13H8ClF2N3O3S2/c14-6-3-8-13(18-4-6)23-10(19-8)5-22-9-2-1-7(15)12(11(9)16)24(17,20)21/h1-4H,5H2,(H2,17,20,21)

Standard InChI Key:  XMKAGILFEZNQHU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    9.1336   -4.8454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4278   -5.2581    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.1381   -5.6629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0746   -2.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0734   -3.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7815   -3.9566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7797   -2.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4883   -2.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4886   -3.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2715   -3.8018    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7552   -3.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2711   -2.4699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3668   -2.3196    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.5724   -3.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9813   -3.8429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7985   -3.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2046   -4.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0210   -4.5529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4302   -3.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0169   -3.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2018   -3.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7945   -5.2597    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.2473   -3.8431    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.0208   -5.9683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
  4 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 17 22  1  0
 19 23  1  0
 18  2  1  0
  2 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4070966

   3-[(6-Chloro-[1,3]thiazolo[5,4-b]pyridin-2-yl)methoxy]-2,6-difluorobenzenesulfonamide

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: 391.81

Molecular Weight (Monoisotopic): 390.9664

AlogP: 2.85

#Rotatable Bonds: 4

Polar Surface Area: 95.17

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.20

CX Basic pKa: ┄

CX LogP: 2.40

CX LogD: 2.06

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.74

Np Likeness Score: -2.12

References

1. Hu Z, Zhang S, Zhou W, Ma X, Xiang G..  (2017)  Synthesis and antibacterial activity of 3-benzylamide derivatives as FtsZ inhibitors.,  27  (8): [PMID:28285910] [10.1016/j.bmcl.2017.02.032]

Source

Source(1):

• Scientific Literature