2-(2-((R)-3-((1-(carboxymethyl)cyclopropyl)methylthio)-3-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)propyl)phenyl)-2-hydroxypropanoic acid

ID: ALA3526240

Cas Number: 213380-27-9

PubChem CID: 9873776

Max Phase: Preclinical

Molecular Formula: C35H34ClNO5S

Molecular Weight: 616.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(O)(C(=O)O)c1ccccc1CC[C@@H](SCC1(CC(=O)O)CC1)c1cccc(/C=C/c2ccc3ccc(Cl)cc3n2)c1

Standard InChI:  InChI=1S/C35H34ClNO5S/c1-34(42,33(40)41)29-8-3-2-6-24(29)12-16-31(43-22-35(17-18-35)21-32(38)39)26-7-4-5-23(19-26)9-14-28-15-11-25-10-13-27(36)20-30(25)37-28/h2-11,13-15,19-20,31,42H,12,16-18,21-22H2,1H3,(H,38,39)(H,40,41)/b14-9+/t31-,34?/m1/s1

Standard InChI Key:  FJSYYPGNUBZDIM-VZLZVWCJSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3526240

   2-((3R)-3-(((1-(Carboxymethyl)cyclopropyl)methyl)thio)-3-(3-((1E)-2-(7-chloro-2-quinolinyl)ethenyl)phenyl)propyl)-alpha-hydroxy-alpha-methylbenzeneacetic 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: 616.18

Molecular Weight (Monoisotopic): 615.1846

AlogP: 8.01

#Rotatable Bonds: 13

Polar Surface Area: 107.72

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.78

CX Basic pKa: 3.04

CX LogP: 7.67

CX LogD: 1.95

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.14

Np Likeness Score: -0.17

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