US8912224, 335

ID: ALA3662010

PubChem CID: 91754891

Max Phase: Preclinical

Molecular Formula: C23H24N2O4S

Molecular Weight: 424.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1C1CCc2cc(Oc3nc(C)c(C(=O)NCCO)s3)ccc2O1

Standard InChI:  InChI=1S/C23H24N2O4S/c1-14-5-3-4-6-18(14)20-9-7-16-13-17(8-10-19(16)29-20)28-23-25-15(2)21(30-23)22(27)24-11-12-26/h3-6,8,10,13,20,26H,7,9,11-12H2,1-2H3,(H,24,27)

Standard InChI Key:  DMIPPPFIKPSSGE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.8991   -0.7525    0.0000 C   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
    1.2990   -0.7500    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 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8971    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1984    1.4977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4971    0.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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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   -8.0959   -1.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6298   -0.7359    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6977   -2.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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
   -8.0062   -7.3180    0.0000 O   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
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 15  1  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 13 27  2  0
 27 28  1  0
 28 29  2  0
 29 11  1  0
 29 30  1  0
 30  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3662010

   N-(2-hydroxyethyl)-4-methyl-2-[[2-(2-methylphenyl)-3,4-dihydro-2H-chromen-6-yl]oxy]-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: 424.52

Molecular Weight (Monoisotopic): 424.1457

AlogP: 4.34

#Rotatable Bonds: 6

Polar Surface Area: 80.68

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.15

CX Basic pKa: ┄

CX LogP: 4.09

CX LogD: 4.09

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -0.59

References

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

Source

Source(1):

• BindingDB Database