N-{[5-(4-Chlorophenyl)-1-benzothiophene-2-yl]carbonyl}-O-(4-fluorobenzyl)tyrosine

ID: ALA3715476

PubChem CID: 59335643

Max Phase: Preclinical

Molecular Formula: C31H23ClFNO4S

Molecular Weight: 560.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC(Cc1ccc(OCc2ccc(F)cc2)cc1)C(=O)O)c1cc2cc(-c3ccc(Cl)cc3)ccc2s1

Standard InChI:  InChI=1S/C31H23ClFNO4S/c32-24-8-5-21(6-9-24)22-7-14-28-23(16-22)17-29(39-28)30(35)34-27(31(36)37)15-19-3-12-26(13-4-19)38-18-20-1-10-25(33)11-2-20/h1-14,16-17,27H,15,18H2,(H,34,35)(H,36,37)

Standard InChI Key:  YXFZZYOJUFDAKE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 39 43  0  0  0  0  0  0  0  0999 V2000
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6168   -1.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6203   -2.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9210   -3.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2184   -2.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2150   -1.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9143   -0.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2590   -3.5870    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0872    0.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    1.3475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7008   -0.9930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3215    1.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0916    0.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0552    2.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2915    0.0970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5072   -0.9685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5559    2.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2911    4.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7910    4.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5558    2.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8207    1.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3208    1.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0566    2.7456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8199    1.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3207    1.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0856    0.1771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5855    0.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3206    1.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5558    2.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0559    2.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5205    1.5154    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  2 10  1  0
 13 16  1  0
  8 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 21 23  2  0
 21 24  1  0
 22 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 33  1  0
 36 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3715476

   2-[[5-(4-Chlorophenyl)-1-benzothiophene-2-carbonyl]amino]-3-[4-[(4-fluorophenyl)methoxy]phenyl]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: 560.05

Molecular Weight (Monoisotopic): 559.1020

AlogP: 7.37

#Rotatable Bonds: 9

Polar Surface Area: 75.63

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.18

CX Basic pKa: ┄

CX LogP: 7.72

CX LogD: 4.67

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.20

Np Likeness Score: -1.08

References

1.  (2010)  Regulating agent of GPR34 receptor function, 

Source

Source(1):

• Patent Bioactivity Data