5-((2S,4S,5R,6R)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-pentylamine

ID: ALA29235

PubChem CID: 9980863

Max Phase: Preclinical

Molecular Formula: C26H37NO5

Molecular Weight: 443.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@@H]1O[C@H](COCCCCCN)C[C@H](OCc2ccccc2)[C@H]1OCc1ccccc1

Standard InChI:  InChI=1S/C26H37NO5/c1-28-26-25(31-19-22-13-7-3-8-14-22)24(30-18-21-11-5-2-6-12-21)17-23(32-26)20-29-16-10-4-9-15-27/h2-3,5-8,11-14,23-26H,4,9-10,15-20,27H2,1H3/t23-,24-,25+,26+/m0/s1

Standard InChI Key:  RCABMNLPWDPLKS-QEGGNFSNSA-N

Molfile:  

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    5.6542   -4.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0667    2.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6292    2.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA29235

   5-[[(2S,4S,5R,6R)-6-methoxy-4,5-bis(phenylmethoxy)oxan-2-yl]methoxy]pentan-1-amine

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: 443.58

Molecular Weight (Monoisotopic): 443.2672

AlogP: 4.06

#Rotatable Bonds: 14

Polar Surface Area: 72.17

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.21

CX LogP: 4.00

CX LogD: 1.40

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: 0.71

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