US8912224, 361

ID: ALA3662036

PubChem CID: 91754906

Max Phase: Preclinical

Molecular Formula: C24H20FN3O5S

Molecular Weight: 481.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(C2CCc3cc(Oc4ncc(C(=O)NCc5ccno5)s4)ccc3O2)c1F

Standard InChI:  InChI=1S/C24H20FN3O5S/c1-30-20-4-2-3-17(22(20)25)19-7-5-14-11-15(6-8-18(14)32-19)31-24-27-13-21(34-24)23(29)26-12-16-9-10-28-33-16/h2-4,6,8-11,13,19H,5,7,12H2,1H3,(H,26,29)

Standard InChI Key:  WZNQDFSVRAQSEM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.4994   -0.7589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1969   -1.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1945   -3.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8943   -3.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5965   -3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.8506    1.3617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8505    0.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.8905   -2.5567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8096   -3.6348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4124   -5.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5243   -6.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9908   -7.6313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7711   -8.5045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5638   -7.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0372   -6.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8991   -0.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9010    0.4475    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
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 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 24  2  0
 13 29  2  0
 29 30  1  0
 30 31  2  0
 31 11  1  0
 31 32  1  0
 32  8  1  0
  7 33  2  0
 33  3  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3662036

   2-[[2-(2-fluoro-3-methoxyphenyl)-3,4-dihydro-2H-chromen-6-yl]oxy]-N-(1,2-oxazol-5-ylmethyl)-1,3-thiazole-5-carboxamide

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: 481.51

Molecular Weight (Monoisotopic): 481.1108

AlogP: 5.07

#Rotatable Bonds: 7

Polar Surface Area: 95.71

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.07

CX Basic pKa: ┄

CX LogP: 4.13

CX LogD: 4.13

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.39

Np Likeness Score: -0.95

References

1.  (2014)  Substituted 2-(chroman-6-yloxy)-thiazoles and their use as pharmaceuticals, 

Source

Source(1):

• BindingDB Database