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

ID: ALA1766470

PubChem CID: 52937507

Max Phase: Preclinical

Molecular Formula: C24H30N4O5

Molecular Weight: 454.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O[C@@H]1[C@@H](O)[C@H](O)[C@@H](NCc2cn(CCC(c3ccccc3)c3ccccc3)nn2)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C24H30N4O5/c29-20-19(21(30)23(32)24(33)22(20)31)25-13-17-14-28(27-26-17)12-11-18(15-7-3-1-4-8-15)16-9-5-2-6-10-16/h1-10,14,18-25,29-33H,11-13H2/t19-,20-,21+,22+,23-,24-

Standard InChI Key:  HADXDSKDVGEUKQ-QJJHVYBSSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1766470

   rel-(1R,2S,4R,5S)-6-[[1-(3,3-Diphenylpropyl)-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: 454.53

Molecular Weight (Monoisotopic): 454.2216

AlogP: -0.22

#Rotatable Bonds: 8

Polar Surface Area: 143.89

Molecular Species: NEUTRAL

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.50

CX Basic pKa: 5.99

CX LogP: 0.28

CX LogD: 0.26

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.27

Np Likeness Score: -0.47

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