4'-Dimethylamino-5-ethyl-4-[6-methyl-6-(1H-tetrazol-5-yl)-heptyloxy]-biphenyl-2-ol

ID: ALA166862

PubChem CID: 10670634

Max Phase: Preclinical

Molecular Formula: C25H35N5O2

Molecular Weight: 437.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cc(-c2ccc(N(C)C)cc2)c(O)cc1OCCCCCC(C)(C)c1nn[nH]n1

Standard InChI:  InChI=1S/C25H35N5O2/c1-6-18-16-21(19-10-12-20(13-11-19)30(4)5)22(31)17-23(18)32-15-9-7-8-14-25(2,3)24-26-28-29-27-24/h10-13,16-17,31H,6-9,14-15H2,1-5H3,(H,26,27,28,29)

Standard InChI Key:  QDBZREYLJBZHBY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
    9.4792   -3.3042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5292   -3.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1792   -2.7792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0792   -3.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5917   -2.9042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3375   -2.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3375   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3750   -2.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3750   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -3.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0167   -3.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8167   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7792   -2.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542   -1.7167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3042   -2.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8167   -2.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3000   -1.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7792   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8500   -2.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8917   -3.8167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -4.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4917   -3.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3125   -4.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7125   -4.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542   -1.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7417   -2.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4167   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9750   -3.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9375   -3.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4542   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3750   -4.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  2  0
  3  1  1  0
  4  1  1  0
  5  3  2  0
  6  8  2  0
  7  9  2  0
  8 11  1  0
  9 10  1  0
 10 21  1  0
 11 10  2  0
 12  2  1  0
 13  6  1  0
 14 18  2  0
 15 14  1  0
 16 13  1  0
 17 13  2  0
 18 17  1  0
 19 16  2  0
 20  7  1  0
 21 28  1  0
 22 11  1  0
 23 12  1  0
 24 12  1  0
 25 12  1  0
 26 15  1  0
 27 15  1  0
 28 30  1  0
 29 23  1  0
 30 31  1  0
 31 29  1  0
 32 22  1  0
  5  2  1  0
  7  6  1  0
 19 14  1  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA166862

   Sodium;2-[4-(dimethylamino)phenyl]-4-ethyl-5-[6-methyl-6-(1,2,4-triaza-3-azanidacyclopenta-1,4-dien-5-yl)heptoxy]phenol

2. Parent:

   

   ALA166862

   2-[4-(dimethylamino)phenyl]-4-ethyl-5-[6-methyl-6-(2H-tetrazol-5-yl)heptoxy]phenol

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: 437.59

Molecular Weight (Monoisotopic): 437.2791

AlogP: 5.12

#Rotatable Bonds: 11

Polar Surface Area: 87.16

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.78

CX Basic pKa: 4.66

CX LogP: 6.74

CX LogD: 5.65

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.41

Np Likeness Score: -0.45

References

1. Sawyer JS, Bach NJ, Baker SR, Baldwin RF, Borromeo PS, Cockerham SL, Fleisch JH, Floreancig P, Froelich LL, Jackson WT..  (1995)  Synthetic and structure/activity studies on acid-substituted 2-arylphenols: discovery of 2-[2-propyl-3-[3-[2-ethyl-4-(4-fluorophenyl)-5- hydroxyphenoxy]-propoxy]phenoxy]benzoic acid, a high-affinity leukotriene B4 receptor antagonist.,  38  (22): [PMID:7473568] [10.1021/jm00022a006]

2. Wikel JH, Sofia MJ, Saussy DL, Bemis KG.  (1994)  QSAR Study of ortho-phenylphenol leukotriene B4 receptor antagonists,  4  (6): [10.1016/S0960-894X(01)80850-7]

Source

Source(1):

• Scientific Literature