1-(1,3-benzodioxol-5-ylsulfonyl)-3-(2-fluoro-6-methoxyphenoxy)azetidine

ID: ALA4290451

PubChem CID: 145989548

Max Phase: Preclinical

Molecular Formula: C17H16FNO6S

Molecular Weight: 381.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(F)c1OC1CN(S(=O)(=O)c2ccc3c(c2)OCO3)C1

Standard InChI:  InChI=1S/C17H16FNO6S/c1-22-15-4-2-3-13(18)17(15)25-11-8-19(9-11)26(20,21)12-5-6-14-16(7-12)24-10-23-14/h2-7,11H,8-10H2,1H3

Standard InChI Key:  LTRUKCWQXIKGMF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   28.6455   -9.9582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0621  -10.6749    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.4744   -9.9557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6368  -12.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3533  -11.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3505  -11.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6350  -10.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9221  -11.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9233  -11.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1397  -10.8428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6541  -11.5090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1376  -12.1765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7794  -11.0866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9949  -11.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7933  -11.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5772  -10.8716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5087  -12.0806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5106  -12.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7970  -13.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7986  -14.1426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5147  -14.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2304  -14.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2253  -13.3126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9372  -12.8959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6542  -13.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0819  -12.9069    0.0000 F   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
 19 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4290451

   ---

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: 381.38

Molecular Weight (Monoisotopic): 381.0682

AlogP: 2.01

#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: 2.17

CX LogD: 2.17

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.79

Np Likeness Score: -1.05

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