N-((2S,3R,4R,5S,6R)-2-((2R,3R,4R,5R,6S)-4-(benzyloxy)-5-hydroxy-2-(hydroxymethyl)-6-(4-methoxyphenoxy)tetrahydro-2H-pyran-3-yloxy)-5-(dihydroxyhydrosulfinyloxy)-6-((dihydroxyhydrosulfinyloxy)methyl)-4-hydroxytetrahydro-2H-pyran-3-yl)acetamide

ID: ALA4207050

Max Phase: Preclinical

Molecular Formula: C28H41NO18S2

Molecular Weight: 743.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[SH+]([O-])(O)O)[C@@H](O[SH+]([O-])(O)O)[C@H](O)[C@H]3NC(C)=O)[C@H](OCc3ccccc3)[C@H]2O)cc1

Standard InChI:  InChI=1S/C28H41NO18S2/c1-15(31)29-21-22(32)24(47-49(37,38)39)20(14-42-48(34,35)36)45-27(21)46-25-19(12-30)44-28(43-18-10-8-17(40-2)9-11-18)23(33)26(25)41-13-16-6-4-3-5-7-16/h3-11,19-28,30,32-35,37-38,48-49H,12-14H2,1-2H3,(H,29,31)/t19-,20-,21-,22-,23-,24-,25-,26-,27+,28-/m1/s1

Standard InChI Key:  RMJVKYQIYDOASF-QLJCWTAQSA-N

Molfile:  

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M  CHG  4  14   1  15  -1  16  -1  17   1
M  END

Alternative Forms

1. Parent:

   

   ALA4207050

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 743.76

Molecular Weight (Monoisotopic): 743.1765

AlogP: -1.13

#Rotatable Bonds: 15

Polar Surface Area: 290.67

Molecular Species: NEUTRAL

HBA: 18

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.68

CX Basic pKa: ┄

CX LogP: -0.68

CX LogD: -0.68

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.08

Np Likeness Score: 0.68

References

1. Maza S, Gandia-Aguado N, de Paz JL, Nieto PM..  (2018)  Fluorous-tag assisted synthesis of a glycosaminoglycan mimetic tetrasaccharide as a high-affinity FGF-2 and midkine ligand.,  26  (5): [PMID:29409708] [10.1016/j.bmc.2018.01.022]

Source

Source(1):

• Scientific Literature