sodium (S)-((2S,3R,4S)-3-acetamido-4-hydroxy-2-phenoxy-3,4-dihydro-2H-pyran-6-yl)((((2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)oxidophosphoryloxy)methylphosphonate

ID: ALA4776007

Chembl Id: CHEMBL4776007

PubChem CID: 162643561

Max Phase: Preclinical

Molecular Formula: C23H27N4Na3O15P2

Molecular Weight: 664.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@H]1[C@@H](Oc2ccccc2)OC([C@@H](OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2O)P(=O)([O-])[O-])=C[C@@H]1O.[Na+].[Na+].[Na+]

Standard InChI:  InChI=1S/C23H30N4O15P2.3Na/c1-11(28)25-17-13(29)9-14(41-21(17)39-12-5-3-2-4-6-12)22(43(33,34)35)42-44(36,37)38-10-15-18(30)19(31)20(40-15)27-8-7-16(24)26-23(27)32;;;/h2-9,13,15,17-22,29-31H,10H2,1H3,(H,25,28)(H,36,37)(H2,24,26,32)(H2,33,34,35);;;/q;3*+1/p-3/t13-,15+,17+,18+,19+,20+,21-,22-;;;/m0.../s1

Standard InChI Key:  AUKRTEJKPBDVMA-IJVHBUDFSA-K

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 664.45

Molecular Weight (Monoisotopic): 664.1183

AlogP: -1.73

#Rotatable Bonds: 11

Polar Surface Area: 291.68

Molecular Species: ACID

HBA: 15

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.05

CX Basic pKa: 1.89

CX LogP: -2.99

CX LogD: -7.74

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.12

Np Likeness Score: 0.94

References

1. Montgomery AP,Dobie C,Szabo R,Hallam L,Ranson M,Yu H,Skropeta D.  (2020)  Design, synthesis and evaluation of carbamate-linked uridyl-based inhibitors of human ST6Gal I.,  28  (14): [PMID:32616185] [10.1016/j.bmc.2020.115561]

Source

Source(1):

• Scientific Literature