US9085572, 46

ID: ALA3683785

PubChem CID: 59186986

Max Phase: Preclinical

Molecular Formula: C22H19N5O2

Molecular Weight: 385.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccccc1)NCc1ccnc(-n2[nH]cc(-c3cccnc3)c2=O)c1

Standard InChI:  InChI=1S/C22H19N5O2/c28-21(12-16-5-2-1-3-6-16)25-13-17-8-10-24-20(11-17)27-22(29)19(15-26-27)18-7-4-9-23-14-18/h1-11,14-15,26H,12-13H2,(H,25,28)

Standard InChI Key:  YSIOFIYWFXTLFW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    1.5548   -3.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    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 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
   -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 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
    3.8933   -3.7570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8912   -5.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1894   -6.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1895   -7.5109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4885   -8.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7875   -7.5110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7876   -6.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4885   -5.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0873   -5.2606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2228   -3.7796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6896   -3.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4416   -4.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4397   -5.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6840   -7.0544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9344   -4.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8992   -3.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3754   -4.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8828   -5.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9141   -6.5989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4380   -6.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 18  1  0
 22 23  2  0
 21 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3683785

   N-[[2-(3-oxo-4-pyridin-3-yl-1H-pyrazol-2-yl)pyridin-4-yl]methyl]-2-phenylacetamide

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: 385.43

Molecular Weight (Monoisotopic): 385.1539

AlogP: 2.48

#Rotatable Bonds: 6

Polar Surface Area: 92.67

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.93

CX Basic pKa: 4.45

CX LogP: 1.54

CX LogD: 0.64

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.53

Np Likeness Score: -1.28

References

1.  (2015)  4-(pyridin-3-yl)-2(pyridin-2yl)-1,2-dihydro-3H-pyrazol-3-one derivatives as specific HIF-pyrolyl-4-hydroxylase inhibitors for treating cardiovascular and haematological diseases, 

Source

Source(1):

• BindingDB Database