1-(1,3-benzodioxol-5-ylsulfonyl)-3-(5-chloro-2-methoxyphenoxy)azetidine

ID: ALA4282578

PubChem CID: 145982015

Max Phase: Preclinical

Molecular Formula: C17H16ClNO6S

Molecular Weight: 397.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)cc1OC1CN(S(=O)(=O)c2ccc3c(c2)OCO3)C1

Standard InChI:  InChI=1S/C17H16ClNO6S/c1-22-14-4-2-11(18)6-17(14)25-12-8-19(9-12)26(20,21)13-3-5-15-16(7-13)24-10-23-15/h2-7,12H,8-10H2,1H3

Standard InChI Key:  USCDUCKPLVZLPN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   39.1995  -10.3290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.6161  -11.0457    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.0284  -10.3265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1909  -12.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9073  -12.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9044  -11.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1890  -11.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4761  -12.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4773  -11.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6937  -11.2136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2081  -11.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6917  -12.5473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.3333  -11.4575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.5489  -12.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3472  -12.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1313  -11.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0627  -12.4515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.0647  -13.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3510  -13.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3526  -14.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0687  -14.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7845  -14.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7793  -13.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4913  -13.2667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.2082  -13.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6390  -14.9273    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  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:

   

   ALA4282578

   ---

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: 397.84

Molecular Weight (Monoisotopic): 397.0387

AlogP: 2.53

#Rotatable Bonds: 5

Polar Surface Area: 74.30

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.63

CX LogD: 2.63

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.77

Np Likeness Score: -1.06

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