(E)-3-((4-(2,6-Dioxo-1,3,7-trimethyl-2,3,6,7-tetrahydro-1hpurine-8-yl)oxy)-3-methoxyphenyl)-1-(3,4,5-trimethoxyphenyl)-prop-2-en-1-one

ID: ALA3409154

PubChem CID: 118731448

Max Phase: Preclinical

Molecular Formula: C27H28N4O8

Molecular Weight: 536.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)c2cc(OC)c(OC)c(OC)c2)ccc1Oc1nc2c(c(=O)n(C)c(=O)n2C)n1C

Standard InChI:  InChI=1S/C27H28N4O8/c1-29-22-24(30(2)27(34)31(3)25(22)33)28-26(29)39-18-11-9-15(12-19(18)35-4)8-10-17(32)16-13-20(36-5)23(38-7)21(14-16)37-6/h8-14H,1-7H3/b10-8+

Standard InChI Key:  XNVCNRYXMKBQNL-CSKARUKUSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA3409154

   ---

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: 536.54

Molecular Weight (Monoisotopic): 536.1907

AlogP: 2.69

#Rotatable Bonds: 9

Polar Surface Area: 125.04

Molecular Species: NEUTRAL

HBA: 12

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.93

CX LogD: 2.93

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.23

Np Likeness Score: -0.39

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