3-Azidopropyl O-(5-acetamido-9-fluoro-3,5,9-trideoxy-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: ALA4778287

PubChem CID: 162644132

Max Phase: Preclinical

Molecular Formula: C28H45F2N5O17

Molecular Weight: 761.68

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)CF)O2)[C@H]1O

Standard InChI:  InChI=1S/C28H45F2N5O17/c1-10(37)33-16-12(39)6-28(27(45)46,51-23(16)18(41)13(40)7-29)52-24-19(42)14(8-30)48-26(21(24)44)50-22-17(34-11(2)38)25(47-5-3-4-32-35-31)49-15(9-36)20(22)43/h12-26,36,39-44H,3-9H2,1-2H3,(H,33,37)(H,34,38)(H,45,46)/t12-,13+,14+,15+,16+,17+,18+,19-,20-,21+,22+,23+,24-,25-,26-,28-/m0/s1

Standard InChI Key:  KOHMWNDJLHIQEM-FMEFNEAVSA-N

Molfile:  

 
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M  CHG  2  50   1  51  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4778287

   ---

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: 761.68

Molecular Weight (Monoisotopic): 761.2779

AlogP: -4.40

#Rotatable Bonds: 17

Polar Surface Area: 341.25

Molecular Species: ACID

HBA: 17

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -10.20

CX Basic pKa: ┄

CX LogP: -4.78

CX LogD: -8.29

Aromatic Rings: ┄

Heavy Atoms: 52

QED Weighted: 0.03

Np Likeness Score: 1.16

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