US8969348, {4-[(1-Methyl-1H-indol-3-yl)methyl]-1-oxophthalazin-2(1H)-yl}(phenyl)acetic acid

ID: ALA3691802

PubChem CID: 46176030

Max Phase: Preclinical

Molecular Formula: C26H21N3O3

Molecular Weight: 423.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cc(Cc2nn(C(C(=O)O)c3ccccc3)c(=O)c3ccccc23)c2ccccc21

Standard InChI:  InChI=1S/C26H21N3O3/c1-28-16-18(19-11-7-8-14-23(19)28)15-22-20-12-5-6-13-21(20)25(30)29(27-22)24(26(31)32)17-9-3-2-4-10-17/h2-14,16,24H,15H2,1H3,(H,31,32)

Standard InChI Key:  JXEAVXZALMHYOT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
    5.9827    2.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4982    1.0526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0320    0.7358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031    3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2938    3.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2900    4.9562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3351    3.1598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039    3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3092    5.2494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108    5.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9072    5.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9020    3.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6004    2.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2519   -1.3615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7201   -2.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1884   -3.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1884   -1.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7201   -0.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2519   -0.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  8 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26  6  1  0
 26 21  1  0
  4 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32  2  1  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3691802

   US8969348, {4-[(1-Methyl-1H-indol-3-yl)methyl]-1-oxophthalazin-2(1H)-yl}(phenyl)acetic 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: 423.47

Molecular Weight (Monoisotopic): 423.1583

AlogP: 4.15

#Rotatable Bonds: 5

Polar Surface Area: 77.12

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.48

CX Basic pKa: ┄

CX LogP: 4.63

CX LogD: 1.25

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: -0.72

References

1.  (2015)  Chymase inhibitors, 

Source

Source(1):

• BindingDB Database