5-(2-(2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl)acetyl)-1-(4-methoxyphenyl)-1H-pyrazole-3-carboxamide

ID: ALA403042

PubChem CID: 10275412

Max Phase: Preclinical

Molecular Formula: C24H19FN4O4

Molecular Weight: 446.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2nc(C(N)=O)cc2C(=O)Cc2ccc(-n3ccccc3=O)cc2F)cc1

Standard InChI:  InChI=1S/C24H19FN4O4/c1-33-18-9-7-16(8-10-18)29-21(14-20(27-29)24(26)32)22(30)12-15-5-6-17(13-19(15)25)28-11-3-2-4-23(28)31/h2-11,13-14H,12H2,1H3,(H2,26,32)

Standard InChI Key:  MRPLIGSOQUCMBC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.4422   -7.8617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1096   -8.3470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7823   -7.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5136   -7.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6938   -7.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1105   -9.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3965   -9.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3971  -10.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8251   -9.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8292  -10.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1137  -10.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5001   -8.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5084   -9.0866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2105   -7.8416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9292   -8.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0829   -9.4618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0883  -10.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8035  -10.6906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5158  -10.2734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5084   -9.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7885   -9.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7788   -8.2133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6225   -7.0013    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2081   -6.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5429   -5.6560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3875   -6.4972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1162  -11.6460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4029  -12.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  2  0
  7  8  1  0
 16 17  1  0
  8 11  2  0
 17 18  2  0
  3  4  2  0
 18 19  1  0
 10  9  2  0
 19 20  2  0
 20 15  1  0
  9  6  1  0
 18 21  1  0
 21 22  1  0
 10 11  1  0
  4  5  1  0
  5  1  2  0
  1  2  1  0
  3 12  1  0
 21 26  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
  2  6  1  0
 26 27  2  0
 12 13  2  0
 20 28  1  0
  5 29  1  0
 12 14  1  0
 29 30  2  0
  6  7  2  0
 29 31  1  0
 14 15  1  0
 11 32  1  0
  2  3  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA403042

   5-(2-(2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl)acetyl)-1-(4-methoxyphenyl)-1H-pyrazole-3-carboxamide

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: 446.44

Molecular Weight (Monoisotopic): 446.1390

AlogP: 2.70

#Rotatable Bonds: 7

Polar Surface Area: 109.21

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.24

CX Basic pKa: ┄

CX LogP: 2.52

CX LogD: 2.52

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: -1.39

References

1. Varnes JG, Wacker DA, Pinto DJ, Orwat MJ, Theroff JP, Wells B, Galemo RA, Luettgen JM, Knabb RM, Bai S, He K, Lam PY, Wexler RR..  (2008)  Structure-activity relationship and pharmacokinetic profile of 5-ketopyrazole factor Xa inhibitors.,  18  (2): [PMID:18054227] [10.1016/j.bmcl.2007.11.040]

Source

Source(1):

• Scientific Literature