5-((4-(2,6-Dioxo-1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-8-yl)oxy)-3-methoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole

ID: ALA3409155

PubChem CID: 118731449

Max Phase: Preclinical

Molecular Formula: C24H24N6O4

Molecular Weight: 460.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C2CC(c3ccccc3)=NN2)ccc1Oc1nc2c(c(=O)n(C)c(=O)n2C)n1C

Standard InChI:  InChI=1S/C24H24N6O4/c1-28-20-21(29(2)24(32)30(3)22(20)31)25-23(28)34-18-11-10-15(12-19(18)33-4)17-13-16(26-27-17)14-8-6-5-7-9-14/h5-12,17,27H,13H2,1-4H3

Standard InChI Key:  MJKDRUIDSYXTJB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
    6.3703    6.6193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4684    7.6411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7796    6.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4918    5.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0134    5.2782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1404    7.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3831    9.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7870    9.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9465    8.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7021    7.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2982    6.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2823    3.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0514    2.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3207    1.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    1.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0518    2.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7825    3.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0930    0.0829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2928    0.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0872    0.0382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0907   -2.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991    2.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3560   -1.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991   -2.7132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3560    1.3452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
  3  6  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
 18 19  1  0
 14 18  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 21 29  1  0
 24 29  2  0
 21 30  1  0
 25 31  1  0
 27 32  1  0
 28 33  2  0
 26 34  2  0
 20 22  1  0
 15 20  1  0
  5 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3409155

   ---

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: 460.49

Molecular Weight (Monoisotopic): 460.1859

AlogP: 2.21

#Rotatable Bonds: 5

Polar Surface Area: 104.67

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.79

CX LogP: 2.70

CX LogD: 2.70

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.49

Np Likeness Score: -0.81

References

1. Insuasty B, Ramírez J, Becerra D, Echeverry C, Quiroga J, Abonia R, Robledo SM, Vélez ID, Upegui Y, Muñoz JA, Ospina V, Nogueras M, Cobo J..  (2015)  An efficient synthesis of new caffeine-based chalcones, pyrazolines and pyrazolo[3,4-b][1,4]diazepines as potential antimalarial, antitrypanosomal and antileishmanial agents.,  93  [PMID:25725376] [10.1016/j.ejmech.2015.02.040]

Source

Source(1):

• Scientific Literature