5-Acetylamino-2-[2-(5-acetylamino-4,6-dihydroxy-2-hydroxymethyl-tetrahydro-pyran-3-yloxy)-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid anion

ID: ALA3215512

PubChem CID: 90664263

Max Phase: Preclinical

Molecular Formula: C25H42N2O19

Molecular Weight: 674.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)O[C@@](O[C@@H]2[C@H](O)[C@H](O[C@H]3[C@H](O)[C@H](NC(C)=O)C(O)O[C@H]3CO)O[C@@H](CO)[C@@H]2O)(C(=O)O)C[C@H]1O

Standard InChI:  InChI=1S/C25H42N2O19/c1-7(31)26-13-9(33)3-25(24(40)41,45-20(13)15(35)10(34)4-28)46-21-16(36)11(5-29)43-23(18(21)38)44-19-12(6-30)42-22(39)14(17(19)37)27-8(2)32/h9-23,28-30,33-39H,3-6H2,1-2H3,(H,26,31)(H,27,32)(H,40,41)/t9-,10-,11+,12+,13-,14+,15-,16+,17-,18+,19-,20-,21+,22?,23+,25+/m1/s1

Standard InChI Key:  GVXWGQLSDZJHFY-BYFHEYADSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3215512

   3-deoxy-D-gro-D-talNon2ulo5NAc-onic(a2-3)L-All(a1-4)L-GulNAc

Molecule Features

Natural Product: Yes

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: 674.61

Molecular Weight (Monoisotopic): 674.2382

AlogP: -8.08

#Rotatable Bonds: 12

Polar Surface Area: 343.95

Molecular Species: ACID

HBA: 18

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.84

CX Basic pKa: ┄

CX LogP: -7.39

CX LogD: -10.88

Aromatic Rings: ┄

Heavy Atoms: 46

QED Weighted: 0.09

Np Likeness Score: 1.61

References

1. Dumas DP, Ichikawa Y, Wong C, Lowe JB, Nair RP.  (1991)  Enzymatic synthesis of sialyl Lex and derivatives based on a recombinant fucosyltransferase,  1  (8): [10.1016/S0960-894X(00)80270-X]

Source

Source(1):

• Scientific Literature