N-[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]-4-phenyl-1,2,3-thiadiazole-5-carboxamide

ID: ALA5283421

Max Phase: Preclinical

Molecular Formula: C18H13N5OS3

Molecular Weight: 411.54

Names and Identifiers

Canonical SMILES:  O=C(Nc1nnc(SCc2ccccc2)s1)c1snnc1-c1ccccc1

Standard InChI:  InChI=1S/C18H13N5OS3/c24-16(15-14(20-23-27-15)13-9-5-2-6-10-13)19-17-21-22-18(26-17)25-11-12-7-3-1-4-8-12/h1-10H,11H2,(H,19,21,24)

Standard InChI Key:  MRESSJCBOZXVBG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.9184    1.8734    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6682    1.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3217    0.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9893    1.0906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3217   -0.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8714    0.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2881    1.4391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6578    0.0591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8611   -0.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2779    0.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670    0.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3377   -0.7573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4816   -0.8814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1814    0.4499    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8958    0.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6100    0.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6103    1.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3229    1.6851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0374    1.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0390    0.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3275    0.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076   -0.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6084   -1.4609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3228   -1.8734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0343   -1.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0390   -0.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  1  5  2  0
  5  4  1  0
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  3  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 11 10  1  0
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 14 13  1  0
 10 14  2  0
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 19 18  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 17 22  1  0
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 24 23  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
  6 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5283421

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 411.54

Molecular Weight (Monoisotopic): 411.0282

AlogP: 4.60

#Rotatable Bonds: 6

Polar Surface Area: 80.66

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.40

CX Basic pKa: ┄

CX LogP: 5.21

CX LogD: 4.35

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.37

Np Likeness Score: -2.42

References

1. Dodd CJ, Chronister KS, Rathnayake U, Parr LC, Li K, Chang S, Mi D, Days EL, Bauer JA, Cho HP, Boutaud O, Denton JS, Lindsley CW, Han C..  (2023)  Synthesis and SAR of a novel Kir6.2/SUR1 channel opener scaffold identified by HTS.,  87  [PMID:36966977] [10.1016/j.bmcl.2023.129256]

Source

Source(1):

• Scientific Literature