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

ID: ALA593956

Chembl Id: CHEMBL593956

PubChem CID: 44552273

Max Phase: Preclinical

Molecular Formula: C14H19N3O7

Molecular Weight: 341.32

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H19N3O7/c1-7-5-17(14(23)16-13(7)22)11-4-8(9(6-18)24-11)15-10(19)2-3-12(20)21/h5,8-9,11,18H,2-4,6H2,1H3,(H,15,19)(H,20,21)(H,16,22,23)/t8-,9+,11+/m0/s1

Standard InChI Key:  KIEIVGYLTYSSPF-IQJOONFLSA-N

Alternative Forms

1. Parent:

   

   ALA593956

   4-((2S,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-ylamino)-4-oxobutanoic 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: 341.32

Molecular Weight (Monoisotopic): 341.1223

AlogP: -1.53

#Rotatable Bonds: 6

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: 4.08

CX Basic pKa: ┄

CX LogP: -1.58

CX LogD: -4.69

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.49

Np Likeness Score: 0.25

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