4-Amino-1-(4-hydroxy-5-hydroxymethyl-3-methylene-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidin-2-one

ID: ALA355742

Chembl Id: CHEMBL355742

PubChem CID: 44379909

Max Phase: Preclinical

Molecular Formula: C11H15N3O4

Molecular Weight: 253.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(n2cc(C)c(N)nc2=O)O[C@H](CO)[C@@H]1O

Standard InChI:  InChI=1S/C11H15N3O4/c1-5-3-14(11(17)13-9(5)12)10-6(2)8(16)7(4-15)18-10/h3,7-8,10,15-16H,2,4H2,1H3,(H2,12,13,17)/t7-,8-,10?/m1/s1

Standard InChI Key:  ZMQCNDMHAOLRNM-SZBHIRRCSA-N

Alternative Forms

1. Parent:

   

   ALA355742

   4-amino-1-[(4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methylideneoxolan-2-yl]-5-methylpyrimidin-2-one

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: 253.26

Molecular Weight (Monoisotopic): 253.1063

AlogP: -1.06

#Rotatable Bonds: 2

Polar Surface Area: 110.60

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.41

CX Basic pKa: ┄

CX LogP: -1.39

CX LogD: -1.39

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.58

Np Likeness Score: 1.08

References

1. Matsuda A, Takenuki K, Tanaka M, Sasaki T, Ueda T..  (1991)  Nucleosides and nucleotides. 97. Synthesis of new broad spectrum antineoplastic nucleosides, 2'-deoxy-2'-methylidenecytidine (DMDC) and its derivatives.,  34  (2): [PMID:1995905] [10.1021/jm00106a049]

Source

Source(1):

• Scientific Literature