(5R,8R,9R)-8-(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-oxo-1,3,7-trioxaspiro[4.4]nonan-9-yl acetate

ID: ALA3249832

Chembl Id: CHEMBL3249832

PubChem CID: 90673978

Max Phase: Preclinical

Molecular Formula: C12H11BrN2O8

Molecular Weight: 391.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1[C@H](n2cc(Br)c(=O)[nH]c2=O)OC[C@@]12COC(=O)O2

Standard InChI:  InChI=1S/C12H11BrN2O8/c1-5(16)22-7-9(15-2-6(13)8(17)14-10(15)18)20-3-12(7)4-21-11(19)23-12/h2,7,9H,3-4H2,1H3,(H,14,17,18)/t7-,9+,12+/m0/s1

Standard InChI Key:  YGVGMKZVSQQJDP-LPBBDHJYSA-N

Alternative Forms

1. Parent:

   

   ALA3249832

   [(5R,8R,9R)-8-(5-bromo-2,4-dioxopyrimidin-1-yl)-2-oxo-1,3,7-trioxaspiro[4.4]nonan-9-yl] acetate

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: 391.13

Molecular Weight (Monoisotopic): 389.9699

AlogP: -0.33

#Rotatable Bonds: 2

Polar Surface Area: 125.92

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.44

CX Basic pKa:

CX LogP: 0.29

CX LogD: 0.26

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.68

Np Likeness Score: 1.03

References

1. Parikh DK, Watson RR..  (1978)  Synthesis of branched-chain apiosylpyrimidines and their inhibition of lymphocyte proliferation.,  21  (7): [PMID:209191] [10.1021/jm00205a025]

Source

Source(1):

• Scientific Literature