5-((3-(5-chloro-2-methoxyphenoxy)-1-azetidinyl)sulfonyl)-1-methyl-1H-benzimidazole

ID: ALA4281910

PubChem CID: 145979065

Max Phase: Preclinical

Molecular Formula: C18H18ClN3O4S

Molecular Weight: 407.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)cc1OC1CN(S(=O)(=O)c2ccc3c(c2)ncn3C)C1

Standard InChI:  InChI=1S/C18H18ClN3O4S/c1-21-11-20-15-8-14(4-5-16(15)21)27(23,24)22-9-13(10-22)26-18-7-12(19)3-6-17(18)25-2/h3-8,11,13H,9-10H2,1-2H3

Standard InChI Key:  XNTAXLNFGLMJPF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   16.2626   -2.4625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6793   -3.1792    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.0916   -2.4600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2540   -4.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9704   -4.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9675   -3.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2521   -3.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5392   -4.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5404   -3.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7568   -3.3471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2712   -4.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7548   -4.6808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3964   -3.5910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6121   -4.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4103   -4.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1944   -3.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1258   -4.5850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1278   -5.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4142   -5.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4158   -6.6469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1319   -7.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8477   -6.6399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8425   -5.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5545   -5.4002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2714   -5.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7021   -7.0609    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.4986   -5.4651    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  2  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
 12 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4281910

   ---

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: 407.88

Molecular Weight (Monoisotopic): 407.0707

AlogP: 2.69

#Rotatable Bonds: 5

Polar Surface Area: 73.66

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.94

CX LogP: 2.52

CX LogD: 2.52

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.65

Np Likeness Score: -1.45

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