2-(1-(((1R)-1-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-hydroxy-3-(2-(2-hydroxypropan-2-yl)phenyl)propylthio)methyl)cyclopropyl)acetic acid

ID: ALA3526241

Cas Number: 679838-32-5

PubChem CID: 71587778

Max Phase: Preclinical

Molecular Formula: C35H36ClNO4S

Molecular Weight: 602.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(O)c1ccccc1C(O)C[C@@H](SCC1(CC(=O)O)CC1)c1cccc(/C=C/c2ccc3ccc(Cl)cc3n2)c1

Standard InChI:  InChI=1S/C35H36ClNO4S/c1-34(2,41)29-9-4-3-8-28(29)31(38)20-32(42-22-35(16-17-35)21-33(39)40)25-7-5-6-23(18-25)10-14-27-15-12-24-11-13-26(36)19-30(24)37-27/h3-15,18-19,31-32,38,41H,16-17,20-22H2,1-2H3,(H,39,40)/b14-10+/t31?,32-/m1/s1

Standard InChI Key:  CHRNGXJVKOMERP-JSKALVASSA-N

Molfile:  

     RDKit          2D

 42 46  0  0  0  0  0  0  0  0999 V2000
   12.6501   -4.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6522   -5.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9342   -6.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9323   -6.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6462   -7.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3580   -6.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3621   -6.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2203   -5.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5044   -6.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7904   -5.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0780   -6.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3616   -5.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6452   -6.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6452   -6.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3616   -7.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0780   -6.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9370   -5.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2206   -6.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7919   -6.0695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5083   -5.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5083   -4.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7919   -4.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0755   -4.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3590   -4.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6468   -4.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6468   -5.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3591   -6.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0755   -5.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9345   -6.0695    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.7888   -4.8253    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.5068   -4.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5047   -3.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6983   -3.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2286   -2.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3189   -3.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6053   -2.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0777   -2.0429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4217   -2.5304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9340   -4.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3599   -4.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6447   -4.0090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2231   -4.8312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  8  9  1  0
  9 10  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
 17 18  2  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 19 28  1  0
 23 28  1  0
 26 29  1  0
 18 20  1  0
 13 17  1  0
 10 11  1  0
 30 31  1  0
 32 33  1  0
 33 34  1  0
 32 34  1  0
 36 37  2  0
 36 38  1  0
 35 36  1  0
 32 35  1  0
 31 32  1  0
 10 30  1  6
  3  8  1  0
  1  2  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  8 42  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3526241

   1-((((1R)-1-(3-((1E)-2-(7-Chloro-2-quinolinyl)ethenyl)phenyl)-3-hydroxy-3-(2-(1-hydroxy-1-methylethyl)phenyl)propyl)thio)methyl)cyclopropaneacetic 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: 602.20

Molecular Weight (Monoisotopic): 601.2054

AlogP: 8.44

#Rotatable Bonds: 12

Polar Surface Area: 90.65

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.26

CX Basic pKa: 3.11

CX LogP: 7.14

CX LogD: 4.38

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.15

Np Likeness Score: -0.18

References

1. Filppula AM, Laitila J, Neuvonen PJ, Backman JT..  (2011)  Reevaluation of the microsomal metabolism of montelukast: major contribution by CYP2C8 at clinically relevant concentrations.,  39  (5): [PMID:21289076] [10.1124/dmd.110.037689]

Source

Source(1):

• Scientific Literature