(E)-N-(5-(3-(4-fluorophenyl)acryloyl)-4-methylthiazol-2-yl)benzamide

ID: ALA4476080

PubChem CID: 155537759

Max Phase: Preclinical

Molecular Formula: C20H15FN2O2S

Molecular Weight: 366.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc(NC(=O)c2ccccc2)sc1C(=O)/C=C/c1ccc(F)cc1

Standard InChI:  InChI=1S/C20H15FN2O2S/c1-13-18(17(24)12-9-14-7-10-16(21)11-8-14)26-20(22-13)23-19(25)15-5-3-2-4-6-15/h2-12H,1H3,(H,22,23,25)/b12-9+

Standard InChI Key:  SHZBNJLCLBIWMX-FMIVXFBMSA-N

Molfile:  

 
     RDKit          2D

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   17.8874   -3.0129    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.2204   -3.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4747   -4.2758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2960   -4.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5503   -3.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7761   -4.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2535   -3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9656   -3.4799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2448   -2.2618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6689   -3.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3809   -3.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5089   -3.0830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8007   -3.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0935   -3.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7997   -4.3079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0975   -2.2653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3911   -1.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6819   -2.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6835   -3.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3905   -3.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3850   -4.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0963   -4.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8005   -4.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7891   -3.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0773   -3.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5131   -4.6657    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476080

   ---

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: 366.42

Molecular Weight (Monoisotopic): 366.0838

AlogP: 4.74

#Rotatable Bonds: 5

Polar Surface Area: 59.06

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.75

CX Basic pKa: ┄

CX LogP: 4.73

CX LogD: 4.73

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.52

Np Likeness Score: -1.58

References

1. Sinha S, Manju SL, Doble M..  (2019)  Chalcone-Thiazole Hybrids: Rational Design, Synthesis, and Lead Identification against 5-Lipoxygenase.,  10  (10): [PMID:31620227] [10.1021/acsmedchemlett.9b00193]

Source

Source(1):

• Scientific Literature