US8912224, 84

ID: ALA3662047

PubChem CID: 91755089

Max Phase: Preclinical

Molecular Formula: C24H21N3O4S

Molecular Weight: 447.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)NCc2cnc(Oc3ccc4c(c3)CCC(c3ccccc3)O4)s2)on1

Standard InChI:  InChI=1S/C24H21N3O4S/c1-15-11-22(31-27-15)23(28)25-13-19-14-26-24(32-19)29-18-8-10-21-17(12-18)7-9-20(30-21)16-5-3-2-4-6-16/h2-6,8,10-12,14,20H,7,9,13H2,1H3,(H,25,28)

Standard InChI Key:  ZOESFHPTHSURMY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.9227   -7.3758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1968    1.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1993    3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4995    3.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7974    2.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7950    1.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4948    0.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3786   -3.8595    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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 14 32  1  0
 32 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3662047

   3-methyl-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]-1,2-oxazole-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: 447.52

Molecular Weight (Monoisotopic): 447.1253

AlogP: 5.23

#Rotatable Bonds: 6

Polar Surface Area: 86.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.27

CX Basic pKa: 0.14

CX LogP: 4.27

CX LogD: 4.27

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -1.03

References

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

Source

Source(1):

• BindingDB Database