6-((3-(5-chloro-2-methoxyphenoxy)-1-azetidinyl)sulfonyl)-1H-indazole

ID: ALA4277386

PubChem CID: 145982907

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)c2ccc3cn[nH]c3c2)C1

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

Standard InChI Key:  XEMFXFVWPTWGBK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   29.6179  -25.9720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0347  -26.6887    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.4470  -25.9694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6093  -28.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3258  -27.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3229  -27.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6075  -26.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8944  -27.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8958  -27.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1121  -26.8566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6265  -27.5228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1101  -28.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7519  -27.1005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9675  -27.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7659  -27.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5499  -26.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4814  -28.0946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4834  -28.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7697  -29.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7713  -30.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4873  -30.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2032  -30.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1980  -29.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9101  -28.9098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6270  -29.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0576  -30.5705    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  1  0
 11 12  2  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:

   

   ALA4277386

   ---

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: 9.53

CX Basic pKa: 1.36

CX LogP: 2.33

CX LogD: 2.33

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: -1.67

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