1,6-dimethyl-4-oxo-9-phenyl-3,4-diidropyrazolo[1',5':1,6]pyrimido[4,5-d]pyridazin-3-acetic acid

ID: ALA379568

PubChem CID: 11850084

Max Phase: Preclinical

Molecular Formula: C18H15N5O3

Molecular Weight: 349.35

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1nn(CC(=O)O)c(=O)c2nc(C)n3nc(-c4ccccc4)cc3c12

Standard InChI:  InChI=1S/C18H15N5O3/c1-10-16-14-8-13(12-6-4-3-5-7-12)21-23(14)11(2)19-17(16)18(26)22(20-10)9-15(24)25/h3-8H,9H2,1-2H3,(H,24,25)

Standard InChI Key:  RKAFNSCAZHOWCD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   11.4996  -17.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0583  -16.9859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4497  -16.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2766  -16.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6649  -15.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2309  -14.8044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4041  -14.8309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0112  -15.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1863  -15.5884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7082  -16.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3258  -17.6530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8969  -18.2407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6325  -17.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5157  -17.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3626  -18.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3922  -19.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1214  -19.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8210  -19.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7866  -18.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0569  -17.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4900  -15.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1147  -18.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9693  -14.1291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3598  -13.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1848  -13.3763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9250  -12.7001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  2  0
  3  8  1  0
 13 15  1  0
  4  5  1  0
 15 16  2  0
  5  6  2  0
 16 17  1  0
  6  7  1  0
 17 18  2  0
  7  8  1  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  8  9  2  0
  5 21  1  0
 10 11  1  0
  1 22  1  0
  1 11  1  0
  7 23  1  0
  1  2  2  0
 23 24  1  0
 10  4  1  0
 24 25  1  0
  3  2  1  0
 24 26  2  0
M  END

Associated Targets(Human)

PDE6H Tclin Phosphodiesterase 6 (167 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PDE5A Tclin Phosphodiesterase 5A (5113 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 349.35Molecular Weight (Monoisotopic): 349.1175AlogP: 1.81#Rotatable Bonds: 3
Polar Surface Area: 102.38Molecular Species: ACIDHBA: 7HBD: 1
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 3.23CX Basic pKa: CX LogP: 1.41CX LogD: -2.03
Aromatic Rings: 4Heavy Atoms: 26QED Weighted: 0.61Np Likeness Score: -1.58

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