1-O-beta-D-apio-L-furanosylthymine

ID: ALA3249835

Chembl Id: CHEMBL3249835

PubChem CID: 90673981

Max Phase: Preclinical

Molecular Formula: C10H14N2O6

Molecular Weight: 258.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn([C@@H]2OC[C@@](O)(CO)[C@H]2O)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C10H14N2O6/c1-5-2-12(9(16)11-7(5)15)8-6(14)10(17,3-13)4-18-8/h2,6,8,13-14,17H,3-4H2,1H3,(H,11,15,16)/t6-,8+,10-/m0/s1

Standard InChI Key:  BSYKVFSNRJZPMA-IONOHQLYSA-N

Alternative Forms

1. Parent:

   

   ALA3249835

   1-[(2R,3R,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-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: 258.23

Molecular Weight (Monoisotopic): 258.0852

AlogP: -2.54

#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: 9.95

CX Basic pKa:

CX LogP: -2.16

CX LogD: -2.16

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.46

Np Likeness Score: 1.20

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