N-(4-acetyl-5-ethyl-5-propyl-4,5-dihydro-1,3,4-thiadiazol-2-yl)acetamide

ID: ALA4295112

PubChem CID: 145994133

Max Phase: Preclinical

Molecular Formula: C11H19N3O2S

Molecular Weight: 257.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC1(CC)SC(NC(C)=O)=NN1C(C)=O

Standard InChI:  InChI=1S/C11H19N3O2S/c1-5-7-11(6-2)14(9(4)16)13-10(17-11)12-8(3)15/h5-7H2,1-4H3,(H,12,13,15)

Standard InChI Key:  PIEHGFXRLKUNES-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   22.2301  -15.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8697  -15.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1097  -14.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5316  -15.6007    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.1964  -15.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9476  -14.3443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1313  -14.3429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9719  -15.3831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5828  -14.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3583  -15.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4183  -14.0399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6541  -13.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9901  -12.9345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8410  -13.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3518  -16.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4699  -15.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7132  -16.9360    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
 15  1  1  0
  3 16  1  0
 15 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4295112

   ---

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: 257.36

Molecular Weight (Monoisotopic): 257.1198

AlogP: 1.90

#Rotatable Bonds: 3

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: 10.69

CX Basic pKa: 0.02

CX LogP: 1.80

CX LogD: 1.80

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.84

Np Likeness Score: -0.79

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