5'-N-(4-Carboxypiperidinyl)-2',3'-didehydro-3',5'-dideoxythymidine

ID: ALA1765478

Chembl Id: CHEMBL1765478

PubChem CID: 53249057

Max Phase: Preclinical

Molecular Formula: C16H21N3O5

Molecular Weight: 335.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn([C@H]2C=C[C@@H](CN3CCC(C(=O)O)CC3)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C16H21N3O5/c1-10-8-19(16(23)17-14(10)20)13-3-2-12(24-13)9-18-6-4-11(5-7-18)15(21)22/h2-3,8,11-13H,4-7,9H2,1H3,(H,21,22)(H,17,20,23)/t12-,13+/m0/s1

Standard InChI Key:  QVAKAHRTARPVHG-QWHCGFSZSA-N

Alternative Forms

1. Parent:

   

   ALA1765478

   1-[[(2S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methyl]piperidine-4-carboxylic 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: 335.36

Molecular Weight (Monoisotopic): 335.1481

AlogP: 0.10

#Rotatable Bonds: 4

Polar Surface Area: 104.63

Molecular Species: ZWITTERION

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.91

CX Basic pKa: 8.98

CX LogP: -2.18

CX LogD: -2.19

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: 0.01

References

1. Samanta A, Dasgupta S, Pathak T..  (2011)  5'-Modified pyrimidine nucleosides as inhibitors of ribonuclease A.,  19  (7): [PMID:21420869] [10.1016/j.bmc.2010.08.059]

Source

Source(1):

• Scientific Literature