5-[(2R,3R,4S,5R,6R)-3,5-Bis-benzyloxy-4-(1H-imidazol-4-ylmethoxy)-6-methoxy-tetrahydro-pyran-2-ylmethoxy]-pentylamine

ID: ALA28852

PubChem CID: 10744991

Max Phase: Preclinical

Molecular Formula: C30H41N3O6

Molecular Weight: 539.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@@H]1O[C@H](COCCCCCN)[C@@H](OCc2ccccc2)[C@H](OCc2c[nH]cn2)[C@H]1OCc1ccccc1

Standard InChI:  InChI=1S/C30H41N3O6/c1-34-30-29(37-19-24-13-7-3-8-14-24)28(38-20-25-17-32-22-33-25)27(36-18-23-11-5-2-6-12-23)26(39-30)21-35-16-10-4-9-15-31/h2-3,5-8,11-14,17,22,26-30H,4,9-10,15-16,18-21,31H2,1H3,(H,32,33)/t26-,27-,28+,29-,30-/m1/s1

Standard InChI Key:  OZLZJJHWTXTZDG-CMPUJJQDSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA28852

   5-[[(2R,3R,4S,5R,6R)-4-(1H-imidazol-5-ylmethoxy)-6-methoxy-3,5-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: 539.67

Molecular Weight (Monoisotopic): 539.2995

AlogP: 3.98

#Rotatable Bonds: 17

Polar Surface Area: 110.08

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.73

CX Basic pKa: 10.20

CX LogP: 3.64

CX LogD: 1.02

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.25

Np Likeness Score: 0.43

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