US9255090, 414

ID: ALA3986592

PubChem CID: 89649531

Max Phase: Preclinical

Molecular Formula: C27H26FNO6

Molecular Weight: 479.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(OC(C)C(=O)O)cc1-c1ccc(F)c2c1CN(C(=O)OCc1ccccc1)CC2

Standard InChI:  InChI=1S/C27H26FNO6/c1-17(26(30)31)35-19-8-11-25(33-2)22(14-19)20-9-10-24(28)21-12-13-29(15-23(20)21)27(32)34-16-18-6-4-3-5-7-18/h3-11,14,17H,12-13,15-16H2,1-2H3,(H,30,31)

Standard InChI Key:  UKDOWTOZCKUTRM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.9456    1.3452    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
    3.8888   -5.2533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5868   -5.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5496   -5.3964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5814   -7.5006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5403   -8.0975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6186   -8.1041    0.0000 O   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 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
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 F   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
   -2.5981   -1.5000    0.0000 C   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
   -1.2990   -3.7500    0.0000 N   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
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2959   -5.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3341   -5.8527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0049   -5.9994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0080   -7.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3088   -8.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3141   -9.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6157  -10.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9122   -9.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9070   -8.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6053   -7.4943    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  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
  6 13  1  0
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 14  3  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 15  1  0
 25 20  2  0
 23 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3986592

   2-[3-(5-fluoro-2-phenylmethoxycarbonyl-3,4-dihydro-1H-isoquinolin-8-yl)-4-methoxyphenoxy]propanoic 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: 479.50

Molecular Weight (Monoisotopic): 479.1744

AlogP: 5.05

#Rotatable Bonds: 7

Polar Surface Area: 85.30

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.44

CX Basic pKa: ┄

CX LogP: 5.05

CX LogD: 1.65

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.51

Np Likeness Score: -0.78

References

1.  (2016)  Heterocyclyl derivatives and their use as prostaglandin D2 receptor modulators, 

Source

Source(1):

• BindingDB Database