4-{3-[6-(3-5-Benzo[1,3]dioxolyl-5-thiophen-3-ylphenoxy)hexyl]-2-(2-carboxyethyl)phenoxy}butyric Acid

ID: ALA1098560

Cas Number: 1123155-95-2

PubChem CID: 25192022

Product Number: R613251, Order Now?

Max Phase: Preclinical

Molecular Formula: C36H38O8S

Molecular Weight: 630.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCCOc1cccc(CCCCCCOc2cc(-c3ccsc3)cc(-c3ccc4c(c3)OCO4)c2)c1CCC(=O)O

Standard InChI:  InChI=1S/C36H38O8S/c37-35(38)10-6-17-42-32-9-5-8-25(31(32)12-14-36(39)40)7-3-1-2-4-16-41-30-20-28(19-29(21-30)27-15-18-45-23-27)26-11-13-33-34(22-26)44-24-43-33/h5,8-9,11,13,15,18-23H,1-4,6-7,10,12,14,16-17,24H2,(H,37,38)(H,39,40)

Standard InChI Key:  SRPFDFNVILUDAI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 45 49  0  0  0  0  0  0  0  0999 V2000
    6.5694   -7.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5682   -8.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2831   -8.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9995   -8.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9966   -7.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2813   -7.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7146   -8.6841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4284   -8.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1436   -8.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8574   -8.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5725   -8.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2863   -8.2660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5738   -9.5046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2829   -9.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9972   -9.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9970  -10.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7114  -11.1614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2825  -11.1610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8534   -8.6851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1393   -8.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4245   -8.6840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7104   -8.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9956   -8.6828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2814   -8.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5666   -8.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8525   -8.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8542   -7.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5729   -8.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1410   -8.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5749   -7.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1418   -7.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1413   -6.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2835   -8.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9994   -8.2782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9898   -9.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2799   -9.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7104   -9.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7125   -8.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5027   -8.4331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9890   -9.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4993   -9.7763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8011   -5.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5471   -4.9524    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2733   -4.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5262   -5.7332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 22 23  1  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
 31 32  1  0
 15 16  1  0
  7  8  1  0
 33 34  2  0
 34 38  1  0
 16 17  1  0
 37 35  1  0
 35 36  2  0
 36 33  1  0
 28 33  1  0
 37 38  2  0
 16 18  2  0
  8  9  1  0
  2 19  1  0
  4  5  1  0
 19 20  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 37  1  0
 32 42  2  0
  9 10  1  0
 20 21  1  0
  2  3  1  0
 21 22  1  0
 42 43  1  0
 43 44  1  0
 44 45  2  0
 45 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1098560

   RO5101576

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: 630.76

Molecular Weight (Monoisotopic): 630.2287

AlogP: 8.25

#Rotatable Bonds: 18

Polar Surface Area: 111.52

Molecular Species: ACID

HBA: 7

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: 8.23

CX LogD: 2.51

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.11

Np Likeness Score: -0.38

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