3-Azidopropyl O-(5-glycolylamido-3,5-dideoxy-D-glycero-alpha-D-galacto-2-nonulopyranosylonic acid)-(2->3)-6-deoxy-6-fluoro-beta-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-beta-D-galactopyranoside

ID: ALA4759224

PubChem CID: 162658787

Max Phase: Preclinical

Molecular Formula: C28H46FN5O19

Molecular Weight: 775.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@H]1[C@@H](OCCCN=[N+]=[N-])O[C@H](CO)[C@H](O)[C@@H]1O[C@@H]1O[C@H](CF)[C@H](O)[C@H](O[C@]2(C(=O)O)C[C@H](O)[C@@H](NC(=O)CO)[C@H]([C@H](O)[C@H](O)CO)O2)[C@H]1O

Standard InChI:  InChI=1S/C28H46FN5O19/c1-10(38)32-17-22(20(44)14(8-36)50-25(17)48-4-2-3-31-34-30)51-26-21(45)24(19(43)13(6-29)49-26)53-28(27(46)47)5-11(39)16(33-15(41)9-37)23(52-28)18(42)12(40)7-35/h11-14,16-26,35-37,39-40,42-45H,2-9H2,1H3,(H,32,38)(H,33,41)(H,46,47)/t11-,12+,13+,14+,16+,17+,18+,19-,20-,21+,22+,23+,24-,25-,26-,28-/m0/s1

Standard InChI Key:  IOWJOPUZTDZYCQ-XBVSEQJASA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4759224

   ---

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: 775.69

Molecular Weight (Monoisotopic): 775.2771

AlogP: -6.41

#Rotatable Bonds: 18

Polar Surface Area: 381.71

Molecular Species: ACID

HBA: 19

HBD: 12

#RO5 Violations: 3

HBA (Lipinski): 24

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -10.20

CX Basic pKa: ┄

CX LogP: -6.49

CX LogD: -10.05

Aromatic Rings: ┄

Heavy Atoms: 53

QED Weighted: 0.03

Np Likeness Score: 1.21

References

1. Li T,Zhang H,Guo Y,Zhu T,Yu P,Meng X.  (2020)  Efficient chemoenzymatic synthesis of fluorinated sialyl Thomsen-Friedenreich antigens and investigation of their characteristics.,  208  [PMID:32896759] [10.1016/j.ejmech.2020.112776]

Source

Source(1):

• Scientific Literature