4-{2-(2-Carboxy-ethyl)-3-[6-(4,4''-dimethoxy-[1.1':3',1'']terphenyl-5'-yloxy)-hexyl]-phenoxy}-butyric acid

ID: ALA1099325

PubChem CID: 46888196

Max Phase: Preclinical

Molecular Formula: C39H44O8

Molecular Weight: 640.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(OCCCCCCc3cccc(OCCCC(=O)O)c3CCC(=O)O)cc(-c3ccc(OC)cc3)c2)cc1

Standard InChI:  InChI=1S/C39H44O8/c1-44-33-17-13-28(14-18-33)31-25-32(29-15-19-34(45-2)20-16-29)27-35(26-31)46-23-6-4-3-5-9-30-10-7-11-37(36(30)21-22-39(42)43)47-24-8-12-38(40)41/h7,10-11,13-20,25-27H,3-6,8-9,12,21-24H2,1-2H3,(H,40,41)(H,42,43)

Standard InChI Key:  UAUGYZPHKFIFDW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 47 50  0  0  0  0  0  0  0  0999 V2000
    6.7861  -12.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7849  -13.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4997  -13.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2162  -13.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2133  -12.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4979  -11.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9313  -13.4216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6451  -13.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3602  -13.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0740  -13.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7892  -13.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5030  -13.0035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7905  -14.2421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4995  -14.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2139  -14.6612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2137  -15.4862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9281  -15.8989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4991  -15.8985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0701  -13.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3560  -13.0095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6412  -13.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9270  -13.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122  -13.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4981  -13.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7833  -13.4192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0691  -13.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709  -12.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3562  -13.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3577  -13.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3582  -12.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3585  -11.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3580  -10.9503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0748  -10.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0767   -9.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3624   -9.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3552   -9.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3535  -10.5394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0668  -13.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7827  -13.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4956  -13.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4937  -14.2554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7731  -14.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0632  -14.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3628   -8.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0774   -8.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2065  -14.6708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9227  -14.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
 23 24  1  0
 11 12  1  0
 24 25  1  0
  6  1  1  0
 25 26  1  0
 11 13  2  0
 26 27  2  0
 27 31  1  0
  1  2  2  0
 30 28  1  0
  3 14  1  0
 28 29  2  0
 29 26  1  0
  4  7  1  0
 14 15  1  0
 30 31  2  0
  3  4  2  0
 15 16  1  0
 32 33  2  0
  7  8  1  0
 33 34  1  0
 16 17  1  0
 34 35  2  0
 35 36  1  0
 16 18  2  0
 36 37  2  0
 37 32  1  0
 31 32  1  0
  8  9  1  0
  2 19  1  0
 38 39  2  0
  4  5  1  0
 39 40  1  0
 19 20  1  0
 40 41  2  0
  9 10  1  0
 41 42  1  0
 20 21  1  0
 42 43  2  0
 43 38  1  0
 28 38  1  0
  2  3  1  0
 35 44  1  0
 21 22  1  0
 44 45  1  0
 10 11  1  0
 41 46  1  0
 22 23  1  0
 46 47  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1099325

   4-[3-[6-[3,5-Bis(4-methoxyphenyl)phenoxy]hexyl]-2-(2-carboxyethyl)phenoxy]butanoic 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: 640.77

Molecular Weight (Monoisotopic): 640.3036

AlogP: 8.48

#Rotatable Bonds: 20

Polar Surface Area: 111.52

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.12

CX Basic pKa: ┄

CX LogP: 8.51

CX LogD: 2.79

Aromatic Rings: 4

Heavy Atoms: 47

QED Weighted: 0.09

Np Likeness Score: -0.06

References

1. Goodnow RA, Hicks A, Sidduri A, Kowalczyk A, Dominique R, Qiao Q, Lou JP, Gillespie P, Fotouhi N, Tilley J, Cohen N, Choudhry S, Cavallo G, Tannu SA, Ventre JD, Lavelle D, Tare NS, Oh H, Lamb M, Kurylko G, Hamid R, Wright MB, Pamidimukkala A, Egan T, Gubler U, Hoffman AF, Wei X, Li YL, O'Neil J, Marcano R, Pozzani K, Molinaro T, Santiago J, Singer L, Hargaden M, Moore D, Catala AR, Chao LC, Hermann G, Venkat R, Mancebo H, Renzetti LM..  (2010)  Discovery of novel and potent leukotriene B4 receptor antagonists. Part 1.,  53  (9): [PMID:20380377] [10.1021/jm1001919]

Source

Source(1):

• Scientific Literature