4-(((2S,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methylsulfinyl)butanoic acid

ID: ALA3229811

Chembl Id: CHEMBL3229811

PubChem CID: 90669231

Max Phase: Preclinical

Molecular Formula: C14H20N2O7S

Molecular Weight: 360.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn([C@H]2C[C@H](O)[C@@H](C[S+]([O-])CCCC(=O)O)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C14H20N2O7S/c1-8-6-16(14(21)15-13(8)20)11-5-9(17)10(23-11)7-24(22)4-2-3-12(18)19/h6,9-11,17H,2-5,7H2,1H3,(H,18,19)(H,15,20,21)/t9-,10+,11+,24?/m0/s1

Standard InChI Key:  OPANAKMBKIRADF-OQLQPHMHSA-N

Alternative Forms

1. Parent:

   

   ALA3229811

   4-[[(2S,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methylsulfinyl]butanoic acid

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: 360.39

Molecular Weight (Monoisotopic): 360.0991

AlogP: -0.89

#Rotatable Bonds: 7

Polar Surface Area: 144.68

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.85

CX Basic pKa: ┄

CX LogP: -1.70

CX LogD: -4.94

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.53

Np Likeness Score: 0.64

References

1. Hampton A, Kappler F, Chawla RR..  (1979)  Design of species- or isozyme-specific enzyme inhibitors. 1. Effect of thymidine substituents on affinity for the thymidine site of hamster cytoplasmic thymidine kinase.,  22  (6): [PMID:458818] [10.1021/jm00192a005]

Source

Source(1):

• Scientific Literature