6-((3-(4-hydroxy-3-methoxyphenyl)acryloyl)-7-((4-hydroxy-3-methoxystyryl)-5-(4-nitrophenyl)-1H-pyrano[2,3-d]pyrimidine-2,4(3H,5H)-dione

ID: ALA5278001

Max Phase: Preclinical

Molecular Formula: C32H25N3O10

Molecular Weight: 611.56

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)C2=C(/C=C/c3ccc(O)c(OC)c3)Oc3[nH]c(=O)[nH]c(=O)c3C2c2ccc([N+](=O)[O-])cc2)ccc1O

Standard InChI:  InChI=1S/C32H25N3O10/c1-43-25-15-17(3-11-21(25)36)5-13-23(38)28-24(14-6-18-4-12-22(37)26(16-18)44-2)45-31-29(30(39)33-32(40)34-31)27(28)19-7-9-20(10-8-19)35(41)42/h3-16,27,36-37H,1-2H3,(H2,33,34,39,40)/b13-5+,14-6+

Standard InChI Key:  XHSJHCJBIXVECB-ACFHMISVSA-N

Molfile:  

 
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M  CHG  2  43   1  45  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5278001

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 611.56

Molecular Weight (Monoisotopic): 611.1540

AlogP: 4.17

#Rotatable Bonds: 9

Polar Surface Area: 194.08

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.37

CX Basic pKa: ┄

CX LogP: 4.38

CX LogD: 4.34

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.12

Np Likeness Score: -0.08

References

1. Elattar KM, El-Khateeb AY, Hamed SE..  (2022)  Insights into the recent progress in the medicinal chemistry of pyranopyrimidine analogs.,  13  (5.0): [PMID:35694689] [10.1039/d2md00076h]

Source

Source(1):

• Scientific Literature