(R)-1-(benzo[d][1,3]dioxol-5-ylsulfonyl)-3-(2-fluorophenyl)pyrrolidine

ID: ALA4294200

PubChem CID: 145993928

Max Phase: Preclinical

Molecular Formula: C17H16FNO4S

Molecular Weight: 349.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(c1ccc2c(c1)OCO2)N1CC[C@H](c2ccccc2F)C1

Standard InChI:  InChI=1S/C17H16FNO4S/c18-15-4-2-1-3-14(15)12-7-8-19(10-12)24(20,21)13-5-6-16-17(9-13)23-11-22-16/h1-6,9,12H,7-8,10-11H2/t12-/m0/s1

Standard InChI Key:  UHZGSAOICGTHDP-LBPRGKRZSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   16.9601  -18.0163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3736  -18.7337    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.7848  -18.0166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9511  -20.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6682  -19.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6638  -19.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9484  -18.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2368  -19.9797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2360  -19.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4528  -18.9066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9739  -19.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4566  -20.2364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0916  -19.1439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1812  -19.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9887  -20.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3991  -19.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8471  -18.8057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2196  -19.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7060  -19.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5223  -19.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8565  -19.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3701  -18.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5538  -18.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0674  -17.9121    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 17  1  0
 17 13  1  0
 16 18  1  1
 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
M  END

Alternative Forms

1. Parent:

   

   ALA4294200

   ---

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: 349.38

Molecular Weight (Monoisotopic): 349.0784

AlogP: 2.73

#Rotatable Bonds: 3

Polar Surface Area: 55.84

Molecular Species: ┄

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.70

CX LogD: 2.70

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: -1.62

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