US9085572, 47

ID: ALA3683786

PubChem CID: 59186933

Max Phase: Preclinical

Molecular Formula: C16H15N5O2

Molecular Weight: 309.33

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H15N5O2/c1-11(22)19-8-12-4-6-18-15(7-12)21-16(23)14(10-20-21)13-3-2-5-17-9-13/h2-7,9-10,20H,8H2,1H3,(H,19,22)

Standard InChI Key:  QBOIPJIJRFKSFL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    4.9336   -3.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8916   -4.9570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 N   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 N   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
   -2.5987   -1.5004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7343   -2.9815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2010   -3.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9530   -1.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511   -0.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1955    0.2933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4458   -1.8433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4106   -2.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8868   -2.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3943   -1.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4256   -0.1623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9494   -0.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  1  0
 16 17  2  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3683786

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

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: 309.33

Molecular Weight (Monoisotopic): 309.1226

AlogP: 1.26

#Rotatable Bonds: 4

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: -0.29

CX LogD: -1.20

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.76

Np Likeness Score: -1.30

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