US8912224, 275

ID: ALA3661954

PubChem CID: 71293013

Max Phase: Preclinical

Molecular Formula: C22H21N3O5S

Molecular Weight: 439.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H](C)NC(=O)c1cnc(Oc2ccc3c(c2)CCC(c2cccnc2)O3)s1

Standard InChI:  InChI=1S/C22H21N3O5S/c1-13(21(27)28-2)25-20(26)19-12-24-22(31-19)29-16-6-8-17-14(10-16)5-7-18(30-17)15-4-3-9-23-11-15/h3-4,6,8-13,18H,5,7H2,1-2H3,(H,25,26)/t13-,18?/m1/s1

Standard InChI Key:  CSMUUHKAABTOJN-YJJYDOSJSA-N

Molfile:  

     RDKit          2D

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   -0.5420   -6.3307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4321   -7.5937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5981    1.5000    0.0000 O   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
   -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 N   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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 28 29  1  0
 29 30  2  0
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 13 31  1  0
 31 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3661954

   methyl (2R)-2-[[2-[(2-pyridin-3-yl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carbonyl]amino]propanoate

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: 439.49

Molecular Weight (Monoisotopic): 439.1202

AlogP: 3.69

#Rotatable Bonds: 6

Polar Surface Area: 99.64

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.39

CX Basic pKa: 4.70

CX LogP: 3.11

CX LogD: 3.11

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.58

Np Likeness Score: -0.51

References

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

Source

Source(1):

• BindingDB Database