1-O-beta-D-Apio-L-furanosyluracil

ID: ALA3249834

Chembl Id: CHEMBL3249834

PubChem CID: 90673980

Max Phase: Preclinical

Molecular Formula: C9H12N2O6

Molecular Weight: 244.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1ccn([C@@H]2OC[C@@](O)(CO)[C@H]2O)c(=O)[nH]1

Standard InChI:  InChI=1S/C9H12N2O6/c12-3-9(16)4-17-7(6(9)14)11-2-1-5(13)10-8(11)15/h1-2,6-7,12,14,16H,3-4H2,(H,10,13,15)/t6-,7+,9-/m0/s1

Standard InChI Key:  HRBBGTIEJDMZHA-OOZYFLPDSA-N

Alternative Forms

1. Parent:

   

   ALA3249834

   1-[(2R,3R,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]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: 244.20

Molecular Weight (Monoisotopic): 244.0695

AlogP: -2.85

#Rotatable Bonds: 2

Polar Surface Area: 124.78

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.70

CX Basic pKa:

CX LogP: -2.55

CX LogD: -2.55

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.44

Np Likeness Score: 1.46

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