3-(4-(4-fluorophenyl)-5-methylthiazol-2-ylamino)-N-(2-oxopropyl)benzamide

ID: ALA4879293

PubChem CID: 164627333

Max Phase: Preclinical

Molecular Formula: C20H18FN3O2S

Molecular Weight: 383.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)CNC(=O)c1cccc(Nc2nc(-c3ccc(F)cc3)c(C)s2)c1

Standard InChI:  InChI=1S/C20H18FN3O2S/c1-12(25)11-22-19(26)15-4-3-5-17(10-15)23-20-24-18(13(2)27-20)14-6-8-16(21)9-7-14/h3-10H,11H2,1-2H3,(H,22,26)(H,23,24)

Standard InChI Key:  PBWJKXJONKLGDD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   12.3926  -11.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3915  -12.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0995  -13.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8092  -12.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8064  -11.9695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0978  -11.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5176  -13.1996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2246  -12.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9699  -13.1158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5157  -12.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1060  -11.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3070  -11.9718    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.3235  -12.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6563  -13.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4683  -13.4219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9485  -12.7596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6108  -12.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7997  -11.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4372  -11.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7615  -12.8427    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.0953  -10.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8018  -10.3363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3864  -10.3405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3840   -9.5233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6750   -9.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6726   -8.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9685   -9.5276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 10 13  1  0
 11 19  1  0
 16 20  1  0
  6 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4879293

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 383.45

Molecular Weight (Monoisotopic): 383.1104

AlogP: 4.32

#Rotatable Bonds: 6

Polar Surface Area: 71.09

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.34

CX Basic pKa: 2.83

CX LogP: 4.46

CX LogD: 4.46

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.67

Np Likeness Score: -1.93

References

1. Zhang Y, Liu J, Wu X, Yang S, Li Y, Liu S, Zhu S, Cao X, Xie Z, Lei X, Huang H, Peng J..  (2021)  Anti-chronic myeloid leukemia activity and quantitative structure-activity relationship of novel thiazole aminobenzamide derivatives.,  44  [PMID:34015503] [10.1016/j.bmcl.2021.128116]

Source

Source(1):

• Scientific Literature