5-{(2R,3S,5R,6R)-3-Benzyloxy-5-(1H-imidazol-4-ylmethoxy)-6-[2-(1H-indol-3-yl)-ethoxy]-tetrahydro-pyran-2-ylmethoxy}-pentylamine

ID: ALA28824

PubChem CID: 10554930

Max Phase: Preclinical

Molecular Formula: C32H42N4O5

Molecular Weight: 562.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCCCOC[C@H]1O[C@@H](OCCc2c[nH]c3ccccc23)[C@H](OCc2c[nH]cn2)C[C@@H]1OCc1ccccc1

Standard InChI:  InChI=1S/C32H42N4O5/c33-14-7-2-8-15-37-22-31-29(39-20-24-9-3-1-4-10-24)17-30(40-21-26-19-34-23-36-26)32(41-31)38-16-13-25-18-35-28-12-6-5-11-27(25)28/h1,3-6,9-12,18-19,23,29-32,35H,2,7-8,13-17,20-22,33H2,(H,34,36)/t29-,30+,31+,32+/m0/s1

Standard InChI Key:  WOIHTIAABRGFIJ-SYEZAVJTSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA28824

   5-{(2R,3S,5R,6R)-3-Benzyloxy-5-(1H-imidazol-4-ylmethoxy)-6-[2-(1H-indol-3-yl)-ethoxy]-tetrahydro-pyran-2-ylmethoxy}-pentylamine

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: 562.71

Molecular Weight (Monoisotopic): 562.3155

AlogP: 4.88

#Rotatable Bonds: 17

Polar Surface Area: 116.64

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.73

CX Basic pKa: 10.20

CX LogP: 4.08

CX LogD: 1.46

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.16

Np Likeness Score: 0.48

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