1-(Benzo[d][1,3]dioxol-5-yl)-N-(5-(4-methylbenzoyl)thiazol-2-yl)cyclopropanecarboxamide

ID: ALA4781649

PubChem CID: 162665077

Max Phase: Preclinical

Molecular Formula: C22H18N2O4S

Molecular Weight: 406.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)c2cnc(NC(=O)C3(c4ccc5c(c4)OCO5)CC3)s2)cc1

Standard InChI:  InChI=1S/C22H18N2O4S/c1-13-2-4-14(5-3-13)19(25)18-11-23-21(29-18)24-20(26)22(8-9-22)15-6-7-16-17(10-15)28-12-27-16/h2-7,10-11H,8-9,12H2,1H3,(H,23,24,26)

Standard InChI Key:  ZNOUSIMRSVOAFX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.8449   -3.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4269   -3.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1365   -3.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1337   -2.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4251   -1.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7188   -3.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7200   -2.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9438   -2.0277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   32.2603   -3.5025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5507   -2.2778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9674   -3.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7100   -3.4252    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.2559   -2.8171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.0687   -2.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5480   -2.2393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.4023   -3.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9227   -4.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2556   -5.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0693   -5.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5489   -4.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2134   -3.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4038   -5.8824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  5  3  1  0
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 20 16  2  0
 18 21  1  0
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 21 23  1  0
 23 24  2  0
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 26 27  1  0
 27 28  2  0
 28 23  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781649

   ---

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: 406.46

Molecular Weight (Monoisotopic): 406.0987

AlogP: 4.08

#Rotatable Bonds: 5

Polar Surface Area: 77.52

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.76

CX Basic pKa: ┄

CX LogP: 4.75

CX LogD: 4.60

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.65

Np Likeness Score: -1.08

References

1. Parodi A,Righetti G,Pesce E,Salis A,Tasso B,Urbinati C,Tomati V,Damonte G,Rusnati M,Pedemonte N,Cichero E,Millo E.  (2020)  Discovery of novel VX-809 hybrid derivatives as F508del-CFTR correctors by molecular modeling, chemical synthesis and biological assays.,  208  [PMID:32971410] [10.1016/j.ejmech.2020.112833]

Source

Source(1):

• Scientific Literature