2-((2S,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-ylamino)-2-oxoacetic acid

ID: ALA593706

Chembl Id: CHEMBL593706

PubChem CID: 44552271

Max Phase: Preclinical

Molecular Formula: C12H15N3O7

Molecular Weight: 313.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn([C@H]2C[C@H](NC(=O)C(=O)O)[C@@H](CO)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C12H15N3O7/c1-5-3-15(12(21)14-9(5)17)8-2-6(7(4-16)22-8)13-10(18)11(19)20/h3,6-8,16H,2,4H2,1H3,(H,13,18)(H,19,20)(H,14,17,21)/t6-,7+,8+/m0/s1

Standard InChI Key:  NUOQPEKNHWXSKJ-XLPZGREQSA-N

Alternative Forms

1. Parent:

   

   ALA593706

   2-((2S,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-ylamino)-2-oxoacetic 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: 313.27

Molecular Weight (Monoisotopic): 313.0910

AlogP: -2.31

#Rotatable Bonds: 3

Polar Surface Area: 150.72

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.64

CX Basic pKa: ┄

CX LogP: -1.45

CX LogD: -4.95

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.46

Np Likeness Score: 0.49

References

1. Debnath J, Dasgupta S, Pathak T..  (2009)  Inhibition of ribonuclease A by nucleoside-dibasic acid conjugates.,  17  (18): [PMID:19713115] [10.1016/j.bmc.2009.08.018]

Source

Source(1):

• Scientific Literature