US8912224, 364

ID: ALA3662039

PubChem CID: 91754909

Max Phase: Preclinical

Molecular Formula: C22H22N2O4S

Molecular Weight: 410.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1Cc2cc(Oc3ncc(C(=O)NCCO)s3)ccc2OC1c1ccccc1

Standard InChI:  InChI=1S/C22H22N2O4S/c1-14-11-16-12-17(27-22-24-13-19(29-22)21(26)23-9-10-25)7-8-18(16)28-20(14)15-5-3-2-4-6-15/h2-8,12-14,20,25H,9-11H2,1H3,(H,23,26)

Standard InChI Key:  CMQFOJVBXXCIIC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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
    0.0000    3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991    3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3022    5.2508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6030    5.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7460    7.4797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2143    7.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9598    6.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9522    5.3736    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4489    6.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1594    7.2871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0526    4.9459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5443    4.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1480    3.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3407    3.2746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    3.0000    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
   -1.2990   -0.7500    0.0000 O   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
    0.0000   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978   -3.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2955   -5.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0048   -6.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -5.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3002   -3.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  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
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  6 19  2  0
 19 20  1  0
 20 21  2  0
 21  4  1  0
 21 22  1  0
 22 23  1  0
 23  2  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3662039

   N-(2-hydroxyethyl)-2-[(3-methyl-2-phenyl-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: 410.50

Molecular Weight (Monoisotopic): 410.1300

AlogP: 3.97

#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: 12.33

CX Basic pKa: ┄

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.64

Np Likeness Score: -0.22

References

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

Source

Source(1):

• BindingDB Database