US8912224, 215::US8912224, 216

ID: ALA3661899

PubChem CID: 91754854

Max Phase: Preclinical

Molecular Formula: C26H22ClN3O3S

Molecular Weight: 492.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1C1CCc2cc(Oc3ncc(C(=O)NCc4ccnc(Cl)c4)s3)ccc2O1

Standard InChI:  InChI=1S/C26H22ClN3O3S/c1-16-4-2-3-5-20(16)22-8-6-18-13-19(7-9-21(18)33-22)32-26-30-15-23(34-26)25(31)29-14-17-10-11-28-24(27)12-17/h2-5,7,9-13,15,22H,6,8,14H2,1H3,(H,29,31)

Standard InChI Key:  PDSUNWKNYPWZBC-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
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   -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
   -8.1247   -7.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2346   -8.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7440   -8.6339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1434   -7.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9509   -7.1256    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.0335   -6.0520    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
  1  2  1  0
  2  3  2  0
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  6  7  2  0
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 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 24  1  0
 13 31  2  0
 31 32  1  0
 32 33  2  0
 33 11  1  0
 33 34  1  0
 34  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3661899

   N-[(2-chloropyridin-4-yl)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: 492.00

Molecular Weight (Monoisotopic): 491.1070

AlogP: 6.29

#Rotatable Bonds: 6

Polar Surface Area: 73.34

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.28

CX Basic pKa: 1.05

CX LogP: 5.98

CX LogD: 5.98

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.32

Np Likeness Score: -0.86

References

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

Source

Source(1):

• BindingDB Database