3-benzyl-1-methyl-6-(3-oxobutyl)-9-phenylpyrazolo[1',5':1,6]-pyrimido[4,5-d]pyridazin-4(3H)-one

ID: ALA378542

PubChem CID: 11850081

Max Phase: Preclinical

Molecular Formula: C26H23N5O2

Molecular Weight: 437.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)CCc1nc2c(=O)n(Cc3ccccc3)nc(C)c2c2cc(-c3ccccc3)nn12

Standard InChI:  InChI=1S/C26H23N5O2/c1-17(32)13-14-23-27-25-24(22-15-21(29-31(22)23)20-11-7-4-8-12-20)18(2)28-30(26(25)33)16-19-9-5-3-6-10-19/h3-12,15H,13-14,16H2,1-2H3

Standard InChI Key:  XVXMYYXOCWJXIE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.8776   -9.1863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2899   -8.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8854   -7.7666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0531   -7.7628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6331   -8.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0455  -10.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6293   -9.9004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2861   -9.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8754  -10.6128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4263  -11.2263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1791  -10.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0908  -10.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6422   -7.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6485   -5.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1156   -8.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8902  -11.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8839  -12.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5979  -12.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3151  -12.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3138  -11.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5991  -10.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6322  -11.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8065  -11.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3971  -12.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715  -12.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8095  -12.7631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8114   -8.4704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
 15 16  2  0
  7  8  2  0
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  9  2  1  0
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  1  8  1  0
 18 19  1  0
  9 10  1  0
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  1  6  1  0
  3 21  1  0
  2  3  1  0
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  3  4  2  0
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  5 14  1  0
 30 31  1  0
 30 32  2  0
 14 15  1  0
  6 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA378542

   11-Benzyl-13-methyl-7-(3-oxobutyl)-4-phenyl-5,6,8,11,12-pentazatricyclo[7.4.0.02,6]trideca-1(9),2,4,7,12-pentaen-10-one

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): 437.1852

AlogP: 3.98

#Rotatable Bonds: 6

Polar Surface Area: 82.15

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.40

Np Likeness Score: -1.34

References

1. Giovannoni MP, Vergelli C, Biancalani C, Cesari N, Graziano A, Biagini P, Gracia J, Gavaldà A, Dal Piaz V..  (2006)  Novel pyrazolopyrimidopyridazinones with potent and selective phosphodiesterase 5 (PDE5) inhibitory activity as potential agents for treatment of erectile dysfunction.,  49  (17): [PMID:16913726] [10.1021/jm060265+]

Source

Source(1):

• Scientific Literature