1-((2R,3R,4S,5R)-3,4-dihydroxy-5-((4-(hydroxy(3-phenoxyphenyl)methyl)-1H-1,2,3-triazol-1-yl)methyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

ID: ALA5172885

Chembl Id: CHEMBL5172885

PubChem CID: 168272416

Max Phase: Preclinical

Molecular Formula: C24H23N5O7

Molecular Weight: 493.48

Names and Identifiers

Canonical SMILES:  O=c1ccn([C@@H]2O[C@H](Cn3cc(C(O)c4cccc(Oc5ccccc5)c4)nn3)[C@@H](O)[C@H]2O)c(=O)[nH]1

Standard InChI:  InChI=1S/C24H23N5O7/c30-19-9-10-29(24(34)25-19)23-22(33)21(32)18(36-23)13-28-12-17(26-27-28)20(31)14-5-4-8-16(11-14)35-15-6-2-1-3-7-15/h1-12,18,20-23,31-33H,13H2,(H,25,30,34)/t18-,20?,21-,22-,23-/m1/s1

Standard InChI Key:  FLMMNKDCCSHASQ-IBWNSAFHSA-N

Alternative Forms

1. Parent:

   

   ALA5172885

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 493.48

Molecular Weight (Monoisotopic): 493.1597

AlogP: 0.32

#Rotatable Bonds: 7

Polar Surface Area: 164.72

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.70

CX Basic pKa: ┄

CX LogP: 0.87

CX LogD: 0.87

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.28

Np Likeness Score: -0.02

References

1. Dobie C, Montgomery AP, Szabo R, Yu H, Skropeta D..  (2021)  Synthesis and biological evaluation of selective phosphonate-bearing 1,2,3-triazole-linked sialyltransferase inhibitors.,  12  (10.0): [PMID:34778769] [10.1039/D1MD00079A]

Source

Source(1):

• Scientific Literature