N-(5-Hydroxy-pentyl)-N-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[2-(1H-indol-3-yl)-ethoxy]-tetrahydro-pyran-2-ylmethyl}-acetamide

ID: ALA283621

PubChem CID: 44278533

Max Phase: Preclinical

Molecular Formula: C44H52N2O7

Molecular Weight: 720.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N(CCCCCO)C[C@H]1O[C@@H](OCCc2c[nH]c3ccccc23)[C@H](OCc2ccccc2)[C@@H](OCc2ccccc2)[C@@H]1OCc1ccccc1

Standard InChI:  InChI=1S/C44H52N2O7/c1-33(48)46(25-14-5-15-26-47)29-40-41(50-30-34-16-6-2-7-17-34)42(51-31-35-18-8-3-9-19-35)43(52-32-36-20-10-4-11-21-36)44(53-40)49-27-24-37-28-45-39-23-13-12-22-38(37)39/h2-4,6-13,16-23,28,40-45,47H,5,14-15,24-27,29-32H2,1H3/t40-,41-,42+,43-,44-/m1/s1

Standard InChI Key:  BJSHZIBSBOFCCZ-LUKFIAJXSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA283621

   N-(5-hydroxypentyl)-N-[[(2R,3R,4S,5R,6R)-6-[2-(1H-indol-3-yl)ethoxy]-3,4,5-tris(phenylmethoxy)oxan-2-yl]methyl]acetamide

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: 720.91

Molecular Weight (Monoisotopic): 720.3775

AlogP: 7.22

#Rotatable Bonds: 20

Polar Surface Area: 102.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.19

CX LogD: 7.19

Aromatic Rings: 5

Heavy Atoms: 53

QED Weighted: 0.08

Np Likeness Score: 0.29

References

1. Hirschmann R, Hynes J, Cichy-Knight MA, van Rijn RD, Sprengeler PA, Spoors PG, Shakespeare WC, Pietranico-Cole S, Barbosa J, Liu J, Yao W, Rohrer S, Smith AB..  (1998)  Modulation of receptor and receptor subtype affinities using diastereomeric and enantiomeric monosaccharide scaffolds as a means to structural and biological diversity. A new route to ether synthesis.,  41  (9): [PMID:9554871] [10.1021/jm9800346]

Source

Source(1):

• Scientific Literature