5-((3-(5-chloro-2-methoxyphenoxy)-1-azetidinyl)sulfonyl)-1H-indazole

ID: ALA4295252

PubChem CID: 145993864

Max Phase: Preclinical

Molecular Formula: C17H16ClN3O4S

Molecular Weight: 393.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)cc1OC1CN(S(=O)(=O)c2ccc3[nH]ncc3c2)C1

Standard InChI:  InChI=1S/C17H16ClN3O4S/c1-24-16-5-2-12(18)7-17(16)25-13-9-21(10-13)26(22,23)14-3-4-15-11(6-14)8-19-20-15/h2-8,13H,9-10H2,1H3,(H,19,20)

Standard InChI Key:  HTKXEUQIKGGWGD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   40.1042  -26.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.5209  -26.7459    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.9332  -26.0267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.0956  -28.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8121  -27.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8091  -27.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0938  -26.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3808  -27.9940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3820  -27.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5984  -26.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1128  -27.5800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.5964  -28.2475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.2381  -27.1577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4537  -27.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2520  -27.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0360  -26.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9674  -28.1517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.9694  -28.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2558  -29.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2574  -30.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9735  -30.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6893  -30.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6841  -29.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3960  -28.9669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.1130  -29.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5437  -30.6275    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  8  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  9  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  1  0
  6  2  1  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 13  1  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
 23 24  1  0
 24 25  1  0
 20 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4295252

   ---

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: 393.85

Molecular Weight (Monoisotopic): 393.0550

AlogP: 2.68

#Rotatable Bonds: 5

Polar Surface Area: 84.52

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.92

CX Basic pKa: 1.19

CX LogP: 2.33

CX LogD: 2.33

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: -1.70

References

1. Chakka N, Andrews KL, Berry LM, Bregman H, Gunaydin H, Huang L, Guzman-Perez A, Plant MH, Simard JR, Gingras J, DiMauro EF..  (2017)  Applications of parallel synthetic lead hopping and pharmacophore-based virtual screening in the discovery of efficient glycine receptor potentiators.,  137  [PMID:28575722] [10.1016/j.ejmech.2017.05.036]

Source

Source(1):

• Scientific Literature