1-(1,3-benzodioxol-5-ylsulfonyl)-3-(2-methoxy-5-methylphenoxy)azetidine

ID: ALA4282176

PubChem CID: 145979744

Max Phase: Preclinical

Molecular Formula: C18H19NO6S

Molecular Weight: 377.42

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H19NO6S/c1-12-3-5-15(22-2)18(7-12)25-13-9-19(10-13)26(20,21)14-4-6-16-17(8-14)24-11-23-16/h3-8,13H,9-11H2,1-2H3

Standard InChI Key:  QTNUBSMFBHXNQP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    5.6125  -17.3499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0291  -18.0666    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.4414  -17.3474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6039  -19.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3203  -19.3142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3174  -18.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6020  -18.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8891  -19.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8903  -18.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1067  -18.2345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6211  -18.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1047  -19.5682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7464  -18.4783    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9620  -19.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7602  -19.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5443  -18.2633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4757  -19.4723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4777  -20.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7641  -20.7101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7657  -21.5343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4817  -21.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1975  -21.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1924  -20.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9043  -20.2876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6213  -20.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0520  -21.9482    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  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:

   

   ALA4282176

   ---

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: 377.42

Molecular Weight (Monoisotopic): 377.0933

AlogP: 2.18

#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: 2.54

CX LogD: 2.54

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.80

Np Likeness Score: -0.89

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