(R)-Lithium; 3-{2-[7-(1-hydroxy-nonyl)-quinolin-2-yl]-ethyl}-benzoate

ID: ALA1788228

PubChem CID: 23672802

Max Phase: Preclinical

Molecular Formula: C27H32LiNO3

Molecular Weight: 419.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCC[C@@H](O)c1ccc2ccc(CCc3cccc(C(=O)[O-])c3)nc2c1.[Li+]

Standard InChI:  InChI=1S/C27H33NO3.Li/c1-2-3-4-5-6-7-11-26(29)22-14-13-21-15-17-24(28-25(21)19-22)16-12-20-9-8-10-23(18-20)27(30)31;/h8-10,13-15,17-19,26,29H,2-7,11-12,16H2,1H3,(H,30,31);/q;+1/p-1/t26-;/m1./s1

Standard InChI Key:  MVNJUOYDNOPRIQ-UFTMZEDQSA-M

Molfile:  

     RDKit          2D

 32 33  0  0  0  0  0  0  0  0999 V2000
   15.4401   -5.1906    0.0000 Li  0  0  0  0  0 15  0  0  0  0  0  0
    8.5937   -3.6094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8776   -3.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8906   -4.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1672   -3.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1745   -4.8183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4453   -3.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6011   -4.8011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8776   -2.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8792   -3.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4641   -4.4172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4453   -2.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3156   -3.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1672   -1.9594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5937   -1.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7406   -3.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7480   -4.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3042   -2.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0261   -3.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0375   -4.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7406   -4.4344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1859   -5.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4698   -6.0672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7594   -5.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0187   -3.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3141   -3.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7563   -3.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4667   -3.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5980   -3.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -3.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1828   -3.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0516   -3.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  6  1  0
  5  3  2  0
  6 11  2  0
  7  5  1  0
  8  4  1  0
  9  3  1  0
 10  4  2  0
 11 17  1  0
 12 14  1  0
 13  2  2  0
 14  9  2  0
 15 18  2  0
 16  7  1  0
 17 20  1  0
 18 13  1  0
 19 13  1  0
 20 19  1  0
 16 21  1  6
 22 23  2  0
 23 24  1  0
 24 17  2  0
 25 16  1  0
 26 25  1  0
 27 28  1  0
 28 31  1  0
 29 26  1  0
 30 29  1  0
 31 30  1  0
 32 27  1  0
  9 15  1  0
  7 12  2  0
  6 22  1  0
M  CHG  2   1   1   8  -1
M  END

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: 419.57

Molecular Weight (Monoisotopic): 419.2460

AlogP: 6.50

#Rotatable Bonds: 12

Polar Surface Area: 70.42

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.94

CX Basic pKa: 4.65

CX LogP: 6.16

CX LogD: 3.93

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.33

Np Likeness Score: -0.02

References

1. Kingsbury WD, Pendrak I, Leber JD, Boehm JC, Mallet B, Sarau HM, Foley JJ, Schmidt DB, Daines RA..  (1993)  Synthesis of structural analogs of leukotriene B4 and their receptor binding activity.,  36  (22): [PMID:8230121] [10.1021/jm00074a012]

Source

Source(1):

• Scientific Literature