4,6-dichloro-3-((E)-3-((3-((E)-2-(7-chloroquinolin-2-yl)vinyl)benzyl)oxy)-3-oxoprop-1-en-1-yl)-1H-indole-2-carboxylic acid

ID: ALA3808623

PubChem CID: 127043252

Max Phase: Preclinical

Molecular Formula: C30H19Cl3N2O4

Molecular Weight: 577.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1c(C(=O)O)[nH]c2cc(Cl)cc(Cl)c12)OCc1cccc(/C=C/c2ccc3ccc(Cl)cc3n2)c1

Standard InChI:  InChI=1S/C30H19Cl3N2O4/c31-20-7-5-19-6-9-22(34-25(19)14-20)8-4-17-2-1-3-18(12-17)16-39-27(36)11-10-23-28-24(33)13-21(32)15-26(28)35-29(23)30(37)38/h1-15,35H,16H2,(H,37,38)/b8-4+,11-10+

Standard InChI Key:  UCASXYXKIOSALC-IBYINHFXSA-N

Molfile:  

     RDKit          2D

 39 43  0  0  0  0  0  0  0  0999 V2000
  -10.0194   16.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4827   17.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5011   15.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5387   15.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5533   14.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0166   14.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7540   13.2374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7376   12.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4143   12.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0208   10.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1134    9.8741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1544   10.2657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1136   12.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1108   10.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8101    9.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8072    8.2558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7718   10.3583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5065    7.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5036    6.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2047    5.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2049    3.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5041    3.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8030    3.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8028    5.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9067    3.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091    1.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3649   15.0907    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  -11.8546   18.2288    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    1.3486    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  9 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 21 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 32  2  0
 31 30  2  0
 30 27  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 31  1  0
  4 37  1  0
  2 38  1  0
 35 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3808623

   ---

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: 577.85

Molecular Weight (Monoisotopic): 576.0410

AlogP: 8.30

#Rotatable Bonds: 7

Polar Surface Area: 92.28

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.72

CX Basic pKa: 3.01

CX LogP: 7.99

CX LogD: 5.11

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.15

Np Likeness Score: -0.50

References

1. Chen H, Yang H, Wang Z, Xie X, Nan F..  (2016)  Discovery of 3-Substituted 1H-Indole-2-carboxylic Acid Derivatives as a Novel Class of CysLT1 Selective Antagonists.,  7  (3): [PMID:26985325] [10.1021/acsmedchemlett.5b00482]

Source

Source(1):

• Scientific Literature