N*1*-{(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-[2-(1H-indol-3-yl)-ethoxy]-tetrahydro-pyran-2-ylmethyl}-pentane-1,5-diamine

ID: ALA282129

PubChem CID: 10580397

Max Phase: Preclinical

Molecular Formula: C42H51N3O5

Molecular Weight: 677.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCCCNC[C@H]1O[C@@H](OCCc2c[nH]c3ccccc23)[C@H](OCc2ccccc2)[C@@H](OCc2ccccc2)[C@@H]1OCc1ccccc1

Standard InChI:  InChI=1S/C42H51N3O5/c43-24-13-4-14-25-44-28-38-39(47-29-32-15-5-1-6-16-32)40(48-30-33-17-7-2-8-18-33)41(49-31-34-19-9-3-10-20-34)42(50-38)46-26-23-35-27-45-37-22-12-11-21-36(35)37/h1-3,5-12,15-22,27,38-42,44-45H,4,13-14,23-26,28-31,43H2/t38-,39-,40+,41-,42-/m1/s1

Standard InChI Key:  BOPFKNIUSGFFMZ-QBLDGPCBSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA282129

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

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: 677.89

Molecular Weight (Monoisotopic): 677.3829

AlogP: 6.93

#Rotatable Bonds: 20

Polar Surface Area: 99.99

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 10.21

CX LogP: 7.48

CX LogD: 2.43

Aromatic Rings: 5

Heavy Atoms: 50

QED Weighted: 0.08

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