(2R,3S,4R,5S)-2-(hydroxymethyl)-5-(2-(5-methyl-4-phenyl-1H-1,2,3-triazol-1-yl)ethyl)-tetrahydrofuran-3,4-diol

ID: ALA397507

Chembl Id: CHEMBL397507

PubChem CID: 16739306

Max Phase: Preclinical

Molecular Formula: C16H21N3O4

Molecular Weight: 319.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(-c2ccccc2)nnn1CC[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C16H21N3O4/c1-10-14(11-5-3-2-4-6-11)17-18-19(10)8-7-12-15(21)16(22)13(9-20)23-12/h2-6,12-13,15-16,20-22H,7-9H2,1H3/t12-,13+,15-,16+/m0/s1

Standard InChI Key:  NHLLNRIBZYPEHA-LQKXBSAESA-N

Alternative Forms

1. Parent:

   

   ALA397507

   (2R,3S,4R,5S)-2-(hydroxymethyl)-5-[2-(5-methyl-4-phenyltriazol-1-yl)ethyl]oxolane-3,4-diol

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: 319.36

Molecular Weight (Monoisotopic): 319.1532

AlogP: 0.13

#Rotatable Bonds: 5

Polar Surface Area: 100.63

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.80

CX Basic pKa: 0.25

CX LogP: 0.26

CX LogD: 0.26

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.72

Np Likeness Score: -0.06

References

1. Goeminne A, McNaughton M, Bal G, Surpateanu G, Van der Veken P, De Prol S, Versées W, Steyaert J, Apers S, Haemers A, Augustyns K..  (2007)  1,2,3-Triazolylalkylribitol derivatives as nucleoside hydrolase inhibitors.,  17  (9): [PMID:17317181] [10.1016/j.bmcl.2007.02.017]

Source

Source(1):

• Scientific Literature