1-[5-(furan-2-yl)uracil-1-yl]-2-(2,3-di-O-benzyl-2-butene-4-olidylidene)ethane

ID: ALA415062

PubChem CID: 44422814

Max Phase: Preclinical

Molecular Formula: C28H22N2O7

Molecular Weight: 498.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1O/C(=C\Cn2cc(-c3ccco3)c(=O)[nH]c2=O)C(OCc2ccccc2)=C1OCc1ccccc1

Standard InChI:  InChI=1S/C28H22N2O7/c31-26-21(22-12-7-15-34-22)16-30(28(33)29-26)14-13-23-24(35-17-19-8-3-1-4-9-19)25(27(32)37-23)36-18-20-10-5-2-6-11-20/h1-13,15-16H,14,17-18H2,(H,29,31,33)/b23-13-

Standard InChI Key:  NXNXBWRMKOBSFM-QRVIBDJDSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA415062

   5-(furan-2-yl)-1-[(2Z)-2-[5-oxo-3,4-bis(phenylmethoxy)furan-2-ylidene]ethyl]pyrimidine-2,4-dione

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: 498.49

Molecular Weight (Monoisotopic): 498.1427

AlogP: 3.88

#Rotatable Bonds: 9

Polar Surface Area: 112.76

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.55

CX Basic pKa: ┄

CX LogP: 2.96

CX LogD: 2.96

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.35

Np Likeness Score: -0.23

References

1. Gazivoda T, Raić-Malić S, Marjanović M, Kralj M, Pavelić K, Balzarini J, De Clercq E, Mintas M..  (2007)  The novel C-5 aryl, alkenyl, and alkynyl substituted uracil derivatives of L-ascorbic acid: synthesis, cytostatic, and antiviral activity evaluations.,  15  (2): [PMID:17092728] [10.1016/j.bmc.2006.10.046]

Source

Source(1):

• Scientific Literature