3-Azidopropyl O-(5-acetamido-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: ALA4750841

PubChem CID: 71546949

Max Phase: Preclinical

Molecular Formula: C28H46FN5O18

Molecular Weight: 759.69

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(C)=O)[C@H]([C@H](O)[C@H](O)CO)O2)[C@H]1O

Standard InChI:  InChI=1S/C28H46FN5O18/c1-10(37)32-16-12(39)6-28(27(45)46,51-23(16)18(41)13(40)8-35)52-24-19(42)14(7-29)48-26(21(24)44)50-22-17(33-11(2)38)25(47-5-3-4-31-34-30)49-15(9-36)20(22)43/h12-26,35-36,39-44H,3-9H2,1-2H3,(H,32,37)(H,33,38)(H,45,46)/t12-,13+,14+,15+,16+,17+,18+,19-,20-,21+,22+,23+,24-,25-,26-,28-/m0/s1

Standard InChI Key:  XHYZLYLRRQZJOZ-FMEFNEAVSA-N

Molfile:  

 
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M  CHG  2  51   1  52  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4750841

   (2S,4S,5R,6R)-5-acetamido-2-[(2R,3R,4S,5R,6S)-2-[(2S,3R,4R,5R,6R)-3-acetamido-2-(3-azidopropoxy)-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(fluoromethyl)-3,5-dihydroxyoxan-4-yl]oxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

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: 759.69

Molecular Weight (Monoisotopic): 759.2822

AlogP: -5.38

#Rotatable Bonds: 17

Polar Surface Area: 361.48

Molecular Species: ACID

HBA: 18

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -10.20

CX Basic pKa: ┄

CX LogP: -5.67

CX LogD: -9.23

Aromatic Rings: ┄

Heavy Atoms: 52

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