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

ID: ALA3691796

PubChem CID: 46175683

Max Phase: Preclinical

Molecular Formula: C20H17N3O3

Molecular Weight: 347.37

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H17N3O3/c1-22-11-13(14-6-4-5-9-18(14)22)10-17-15-7-2-3-8-16(15)20(26)23(21-17)12-19(24)25/h2-9,11H,10,12H2,1H3,(H,24,25)

Standard InChI Key:  JUBNTJHSYUBGEB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  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
    1.3039    3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3063    4.9494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3421    3.1476    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
   -2.3383    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
  8 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  6  1  0
 20 15  1  0
  4 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26  2  1  0
 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3691796

   US8969348, {4-[(1-Methyl-1H-indol-3-yl)methyl]-1-oxophthalazin-2(1H)-yl}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: 347.37

Molecular Weight (Monoisotopic): 347.1270

AlogP: 2.56

#Rotatable Bonds: 4

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: 3.47

CX Basic pKa: ┄

CX LogP: 2.69

CX LogD: -0.69

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.62

Np Likeness Score: -1.04

References

1.  (2015)  Chymase inhibitors, 

Source

Source(1):

• BindingDB Database