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

ID: ALA4293322

PubChem CID: 145987224

Max Phase: Preclinical

Molecular Formula: C12H14N4O2S

Molecular Weight: 278.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NC1=NN(C(C)=O)C(C)(c2ccncc2)S1

Standard InChI:  InChI=1S/C12H14N4O2S/c1-8(17)14-11-15-16(9(2)18)12(3,19-11)10-4-6-13-7-5-10/h4-7H,1-3H3,(H,14,15,17)

Standard InChI Key:  YSVMCOKTUYMRHA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    5.2127  -23.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6254  -22.5347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8078  -22.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2922  -23.0215    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9570  -22.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7081  -21.7651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8918  -21.7636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7325  -22.8038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3434  -22.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1189  -22.5187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1788  -21.4606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4147  -21.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7507  -20.3553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6016  -21.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3941  -23.2331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9814  -23.9380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3863  -24.6493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2081  -24.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6171  -23.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  2  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  7 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  1  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4293322

   ---

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: 278.34

Molecular Weight (Monoisotopic): 278.0837

AlogP: 1.26

#Rotatable Bonds: 1

Polar Surface Area: 74.66

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.68

CX Basic pKa: 4.98

CX LogP: 0.58

CX LogD: 0.58

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.84

Np Likeness Score: -0.68

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