rel-(1R,2S,4R,5S)-6-[(1-(3,5-Bis(benzyloxy)benzyl)-1H-1,2,3-triazol-4-yl)methylamino]cyclohexane-1,2,3,4,5-pentaol

ID: ALA1766350

PubChem CID: 52937504

Max Phase: Preclinical

Molecular Formula: C30H34N4O7

Molecular Weight: 562.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O[C@@H]1[C@@H](O)[C@H](O)[C@@H](NCc2cn(Cc3cc(OCc4ccccc4)cc(OCc4ccccc4)c3)nn2)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C30H34N4O7/c35-26-25(27(36)29(38)30(39)28(26)37)31-14-22-16-34(33-32-22)15-21-11-23(40-17-19-7-3-1-4-8-19)13-24(12-21)41-18-20-9-5-2-6-10-20/h1-13,16,25-31,35-39H,14-15,17-18H2/t25-,26-,27+,28+,29-,30-

Standard InChI Key:  OIFZDLBPIABAJR-YCHSXSCJSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1766350

   rel-(1R,2S,4R,5S)-6-[(1-(3,5-Bis(benzyloxy)benzyl)-1H-1,2,3-triazol-4-yl)methylamino]cyclohexane-1,2,3,4,5-pentaol

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: 562.62

Molecular Weight (Monoisotopic): 562.2427

AlogP: 0.76

#Rotatable Bonds: 11

Polar Surface Area: 162.35

Molecular Species: NEUTRAL

HBA: 11

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.50

CX Basic pKa: 5.99

CX LogP: 1.25

CX LogD: 1.24

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.15

Np Likeness Score: -0.59

References

1. Díaz L, Casas J, Bujons J, Llebaria A, Delgado A..  (2011)  New glucocerebrosidase inhibitors by exploration of chemical diversity of N-substituted aminocyclitols using click chemistry and in situ screening.,  54  (7): [PMID:21370884] [10.1021/jm101204u]

Source

Source(1):

• Scientific Literature