1-(benzo[d][1,3]dioxol-5-ylsulfonyl)-N-(2-fluorophenyl)azetidin-3-amine

ID: ALA4283616

PubChem CID: 145992985

Max Phase: Preclinical

Molecular Formula: C16H15FN2O4S

Molecular Weight: 350.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(c1ccc2c(c1)OCO2)N1CC(Nc2ccccc2F)C1

Standard InChI:  InChI=1S/C16H15FN2O4S/c17-13-3-1-2-4-14(13)18-11-8-19(9-11)24(20,21)12-5-6-15-16(7-12)23-10-22-15/h1-7,11,18H,8-10H2

Standard InChI Key:  BVRGMGRRSKEGIE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   20.3760  -15.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2579  -13.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6618  -16.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6707  -13.8193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8788  -14.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5883  -14.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5502  -13.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3771  -14.8084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3728  -17.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6666  -14.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5531  -12.7017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0802  -16.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5520  -15.0563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9658  -13.4106    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.8449  -14.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0701  -13.5786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2607  -14.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0823  -16.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4584  -13.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0682  -14.8968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3744  -12.6992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8461  -13.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6632  -16.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7871  -15.6209    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 17  2  1  0
 12  1  1  0
 22 16  1  0
 21 14  2  0
  6 20  1  0
  1 23  2  0
 20 15  1  0
  8  1  1  0
 15 22  2  0
  5 10  1  0
  2 14  1  0
  9 18  1  0
 10 19  1  0
 14  4  1  0
 15 13  1  0
 10  8  1  0
 18 12  2  0
  3  9  2  0
  2  7  2  0
 13 17  2  0
 16  6  1  0
  7 22  1  0
  4  5  1  0
 19  4  1  0
 14 11  2  0
 23  3  1  0
 12 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4283616

   ---

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: 350.37

Molecular Weight (Monoisotopic): 350.0737

AlogP: 2.04

#Rotatable Bonds: 4

Polar Surface Area: 67.87

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.71

CX LogP: 1.96

CX LogD: 1.96

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.91

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