US9169270, 4

ID: ALA3985401

PubChem CID: 72949426

Max Phase: Preclinical

Molecular Formula: C22H20ClN3O4S

Molecular Weight: 457.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)COc1ccc(Cl)cc1C1c2scnc2CCN1C(=O)NCc1ccccc1

Standard InChI:  InChI=1S/C22H20ClN3O4S/c23-15-6-7-18(30-12-19(27)28)16(10-15)20-21-17(25-13-31-21)8-9-26(20)22(29)24-11-14-4-2-1-3-5-14/h1-7,10,13,20H,8-9,11-12H2,(H,24,29)(H,27,28)

Standard InChI Key:  DGEGYHAWWXWMNE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.1749    3.5991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2121    2.9956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2532    3.5924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2066    1.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9046    0.7483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    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
    3.8924   -4.9525    0.0000 Cl  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 N   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
   -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
   -2.4133   -1.7530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8032   -3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3114   -2.9665    0.0000 S   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
    2.5972    1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375    0.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951    3.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933    3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8912    5.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1876    6.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1824    7.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8807    8.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5843    7.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5895    6.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12  6  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 13  1  0
 21 17  2  0
 14 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3985401

   2-[2-[5-(benzylcarbamoyl)-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-4-yl]-4-chlorophenoxy]acetic acid

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: 457.94

Molecular Weight (Monoisotopic): 457.0863

AlogP: 4.12

#Rotatable Bonds: 6

Polar Surface Area: 91.76

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.69

CX Basic pKa: 2.00

CX LogP: 3.20

CX LogD: 0.01

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.58

Np Likeness Score: -1.41

References

1.  (2015)  1-phenyl-substituted heterocyclyl derivatives and their use as prostaglandin D2 receptor modulators, 

Source

Source(1):

• BindingDB Database