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

ID: ALA593464

Chembl Id: CHEMBL593464

PubChem CID: 44552272

Max Phase: Preclinical

Molecular Formula: C13H17N3O7

Molecular Weight: 327.29

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H17N3O7/c1-6-4-16(13(22)15-12(6)21)10-2-7(8(5-17)23-10)14-9(18)3-11(19)20/h4,7-8,10,17H,2-3,5H2,1H3,(H,14,18)(H,19,20)(H,15,21,22)/t7-,8+,10+/m0/s1

Standard InChI Key:  LDGOFQYDTUMWEV-QXFUBDJGSA-N

Alternative Forms

1. Parent:

   

   ALA593464

   3-((2S,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-ylamino)-3-oxopropanoic 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: 327.29

Molecular Weight (Monoisotopic): 327.1066

AlogP: -1.92

#Rotatable Bonds: 5

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: 3.59

CX Basic pKa: ┄

CX LogP: -1.51

CX LogD: -4.86

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.46

Np Likeness Score: 0.46

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