3-(3-(4-fluoropyridin-2-yl)-4-oxothiazolidin-2-yl)-N-(4-(1H-pyrazol-1-yl)butyl)benzamide

ID: ALA5204793

PubChem CID: 168295315

Max Phase: Preclinical

Molecular Formula: C22H22FN5O2S

Molecular Weight: 439.52

Names and Identifiers

Canonical SMILES:  O=C(NCCCCn1cccn1)c1cccc(C2SCC(=O)N2c2cc(F)ccn2)c1

Standard InChI:  InChI=1S/C22H22FN5O2S/c23-18-7-10-24-19(14-18)28-20(29)15-31-22(28)17-6-3-5-16(13-17)21(30)25-8-1-2-11-27-12-4-9-26-27/h3-7,9-10,12-14,22H,1-2,8,11,15H2,(H,25,30)

Standard InChI Key:  BEIDDOKJBZULIO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   -1.3607   -1.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5346   -1.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3243   -0.8044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9398   -1.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7672   -2.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9713   -2.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7568   -3.2267    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9199   -0.5064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1117   -0.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2296   -1.4355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3034    0.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2525    0.6577    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0081    0.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7265    0.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7265    1.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4487    1.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4487    2.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1707    3.2166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7372    3.2186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0187    2.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2995    3.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4189    2.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1339    3.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8566    2.8170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6111    3.1602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1707    2.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7620    1.8275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9498    1.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1659    1.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1659    0.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4461    0.3142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  6  7  1  0
  8  2  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13  8  1  0
 14 13  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 25 24  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 24  1  0
 16 29  1  0
 29 30  2  0
 30 31  1  0
 31 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5204793

   ---

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: 439.52

Molecular Weight (Monoisotopic): 439.1478

AlogP: 3.41

#Rotatable Bonds: 8

Polar Surface Area: 80.12

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.41

CX LogP: 2.58

CX LogD: 2.58

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.54

Np Likeness Score: -2.02

References

1. Deng Y, Pi R, Niu L, Zhao Y, Ni D, Song L, Li Z, Han W, Wei Q, Han Y, Zhu T, Luo Z, Sun D, Dong S, Liu S..  (2022)  Novel 2-phenyl-3-(Pyridin-2-yl) thiazolidin-4-one derivatives as potent inhibitors for proliferation of osteosarcoma cells in vitro and in vivo.,  228  [PMID:34861640] [10.1016/j.ejmech.2021.114010]

Source

Source(1):

• Scientific Literature