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

ID: ALA3691804

PubChem CID: 44626375

Max Phase: Preclinical

Molecular Formula: C27H23N3O3

Molecular Weight: 437.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc2c1c(Cc1nn(C(C(=O)O)c3ccccc3)c(=O)c3ccccc13)cn2C

Standard InChI:  InChI=1S/C27H23N3O3/c1-17-9-8-14-23-24(17)19(16-29(23)2)15-22-20-12-6-7-13-21(20)26(31)30(28-22)25(27(32)33)18-10-4-3-5-11-18/h3-14,16,25H,15H2,1-2H3,(H,32,33)

Standard InChI Key:  UAYYAAIBVQDTIU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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
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    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
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   -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
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    5.4982    1.0526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9827    2.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 10  1  0
 30 25  1  0
  8 31  2  0
 31 32  1  0
 32  6  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3691804

   US8969348, {4-[(1,4-Dimethyl-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: 437.50

Molecular Weight (Monoisotopic): 437.1739

AlogP: 4.46

#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: 3.43

CX Basic pKa: ┄

CX LogP: 5.14

CX LogD: 1.75

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: -0.71

References

1.  (2015)  Chymase inhibitors, 

Source

Source(1):

• BindingDB Database