ID: ALA457432

Max Phase: Preclinical

Molecular Formula: C14H25NO11

Molecular Weight: 383.35

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C14H25NO11/c1-4(18)15-7-9(20)12(6(3-17)24-13(7)23)26-14-11(22)10(21)8(19)5(2-16)25-14/h5-14,16-17,19-23H,2-3H2,1H3,(H,15,18)/t5-,6-,7-,8+,9-,10+,11-,12-,13-,14+/m1/s1

Standard InChI Key:  KFEUJDWYNGMDBV-LODBTCKLSA-N

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

Properties

Molecular Weight: 383.35

Molecular Weight (Monoisotopic): 383.1428

AlogP: -5.25

#Rotatable Bonds: 5

Polar Surface Area: 198.40

Molecular Species: NEUTRAL

HBA: 11

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.50

CX Basic pKa:

CX LogP: -4.99

CX LogD: -4.99

Aromatic Rings: 0

Heavy Atoms: 26

QED Weighted: 0.23

Np Likeness Score: 2.03

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]

2. 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]

3. Jain RK, Locke RD, Chandrasekaran E, Matta KL.  (1992)  Synthesis of 2-O-substituted -D-Gal-(14)--D-GlcNAc-1-0-Bn as specific acceptors for -L-(13) fucosyltransferases,  2  (1): [10.1016/S0960-894X(00)80656-3]

4. Delaine T, Cumpstey I, Ingrassia L, Le Mercier M, Okechukwu P, Leffler H, Kiss R, Nilsson UJ..  (2008)  Galectin-inhibitory thiodigalactoside ester derivatives have antimigratory effects in cultured lung and prostate cancer cells.,  51  (24): [PMID:19053747] [10.1021/jm801077j]

5. Masaka R, Ogata M, Misawa Y, Yano M, Hashimoto C, Murata T, Kawagishi H, Usui T..  (2010)  Molecular design of N-linked tetravalent glycosides bearing N-acetylglucosamine, N,N'-diacetylchitobiose and N-acetyllactosamine: Analysis of cross-linking activities with WGA and ECA lectins.,  18  (2): [PMID:20056550] [10.1016/j.bmc.2009.12.006]

Source

Source(1):

• Scientific Literature