(R)-N-(4-acetyl-5-methyl-5-phenyl-4,5-dihydro-1,3,4-thiadiazol-2-yl)acetamide

ID: ALA4295046

PubChem CID: 686906

Max Phase: Preclinical

Molecular Formula: C13H15N3O2S

Molecular Weight: 277.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NC1=NN(C(C)=O)[C@@](C)(c2ccccc2)S1

Standard InChI:  InChI=1S/C13H15N3O2S/c1-9(17)14-12-15-16(10(2)18)13(3,19-12)11-7-5-4-6-8-11/h4-8H,1-3H3,(H,14,15,17)/t13-/m1/s1

Standard InChI Key:  JEFVYQYZCAVNTP-CYBMUJFWSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    8.3204   -9.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5642  -10.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2063  -10.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5074   -7.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7251   -8.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0834   -9.4602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6749   -9.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2306   -8.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6907   -7.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8466   -6.7586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4518   -8.6744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8351   -9.2183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2856   -7.8705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9891   -8.1764    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8091   -8.1778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7961  -10.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9620   -8.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0563   -8.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3892   -9.4380    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4 10  2  0
  2  3  2  0
  3  6  1  0
 12 11  1  0
 15 14  1  0
  1  7  1  0
  5  6  1  0
 14  5  1  0
 19 18  1  0
  7 16  2  0
 16  2  1  0
 14  4  1  0
  6  1  2  0
  4  9  1  0
 11  8  1  0
 11 13  2  0
  5 17  1  1
 18 15  2  0
  5 19  1  0
 18 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4295046

   N-[(5R)-4-acetyl-5-methyl-5-phenyl-1,3,4-thiadiazol-2-yl]acetamide

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: 277.35

Molecular Weight (Monoisotopic): 277.0885

AlogP: 1.86

#Rotatable Bonds: 1

Polar Surface Area: 61.77

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.68

CX Basic pKa: ┄

CX LogP: 1.79

CX LogD: 1.79

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: -0.65

References

1. Talapatra SK, Tham CL, Guglielmi P, Cirilli R, Chandrasekaran B, Karpoormath R, Carradori S, Kozielski F..  (2018)  Crystal structure of the Eg5 - K858 complex and implications for structure-based design of thiadiazole-containing inhibitors.,  156  [PMID:30031975] [10.1016/j.ejmech.2018.07.006]

Source

Source(1):

• Scientific Literature