1-[2,5-Dideoxy-5-(4-carboxypiperidinyl)-beta-D-threopentofuranosyl]thymine

ID: ALA1765477

Chembl Id: CHEMBL1765477

PubChem CID: 53249056

Max Phase: Preclinical

Molecular Formula: C16H23N3O6

Molecular Weight: 353.38

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H23N3O6/c1-9-7-19(16(24)17-14(9)21)13-6-11(20)12(25-13)8-18-4-2-10(3-5-18)15(22)23/h7,10-13,20H,2-6,8H2,1H3,(H,22,23)(H,17,21,24)/t11-,12-,13-/m1/s1

Standard InChI Key:  LQRKISITQOPNHW-JHJVBQTASA-N

Alternative Forms

1. Parent:

   

   ALA1765477

   1-[2,5-Dideoxy-5-(4-carboxypiperidinyl)-beta-D-threopentofuranosyl]thymine

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: 353.38

Molecular Weight (Monoisotopic): 353.1587

AlogP: -0.71

#Rotatable Bonds: 4

Polar Surface Area: 124.86

Molecular Species: ZWITTERION

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.82

CX Basic pKa: 8.75

CX LogP: -3.07

CX LogD: -3.08

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.65

Np Likeness Score: 0.05

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