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

ID: ALA4292523

PubChem CID: 145989406

Max Phase: Preclinical

Molecular Formula: C18H18ClN3O4S

Molecular Weight: 407.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)cc1OC1CN(S(=O)(=O)c2ccc3c(cnn3C)c2)C1

Standard InChI:  InChI=1S/C18H18ClN3O4S/c1-21-16-5-4-15(7-12(16)9-20-21)27(23,24)22-10-14(11-22)26-18-8-13(19)3-6-17(18)25-2/h3-9,14H,10-11H2,1-2H3

Standard InChI Key:  SBJKCLMWIUMEIM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    5.2709   -2.6417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6876   -3.3583    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0999   -2.6392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2623   -5.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9787   -4.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9759   -3.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2605   -3.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5474   -4.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5487   -3.7823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7651   -3.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2795   -4.1925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7631   -4.8601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4048   -3.7701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6204   -4.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4187   -4.3535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2028   -3.5551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1342   -4.7642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1362   -5.5892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4226   -6.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4242   -6.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1402   -7.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8561   -6.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8509   -5.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5629   -5.5794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2797   -5.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105   -7.2401    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5070   -5.6443    0.0000 C   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
 12 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4292523

   ---

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: 407.88

Molecular Weight (Monoisotopic): 407.0707

AlogP: 2.69

#Rotatable Bonds: 5

Polar Surface Area: 73.66

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.74

CX LogP: 2.45

CX LogD: 2.45

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.65

Np Likeness Score: -1.60

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