5-((3-(5-chloro-2-methoxyphenoxy)-1-azetidinyl)sulfonyl)-1,3-benzothiazole

ID: ALA4290867

PubChem CID: 145988897

Max Phase: Preclinical

Molecular Formula: C17H15ClN2O4S2

Molecular Weight: 410.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)cc1OC1CN(S(=O)(=O)c2ccc3scnc3c2)C1

Standard InChI:  InChI=1S/C17H15ClN2O4S2/c1-23-15-4-2-11(18)6-16(15)24-12-8-20(9-12)26(21,22)13-3-5-17-14(7-13)19-10-25-17/h2-7,10,12H,8-9H2,1H3

Standard InChI Key:  DQJHPAVDVRCBJL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   16.8497  -26.0912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2663  -26.8079    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.6787  -26.0887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8411  -28.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5576  -28.0556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5547  -27.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8394  -26.8159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1263  -28.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1275  -27.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3439  -26.9758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8583  -27.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3420  -28.3095    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.9836  -27.2197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1992  -28.0189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9975  -27.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7815  -27.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7130  -28.2137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7150  -29.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0012  -29.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0030  -30.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7189  -30.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4347  -30.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4295  -29.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1415  -29.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8584  -29.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2892  -30.6895    0.0000 Cl  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
M  END

Alternative Forms

1. Parent:

   

   ALA4290867

   ---

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: 410.90

Molecular Weight (Monoisotopic): 410.0162

AlogP: 3.41

#Rotatable Bonds: 5

Polar Surface Area: 68.73

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.78

CX LogP: 3.15

CX LogD: 3.15

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: -1.67

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