(1R,3S,4R,5R,6S)-4-((2R,3R,4R,5R,6R)-3-amino-6-(aminomethyl)-4,5-bis(naphthalen-2-ylmethoxy)tetrahydro-2H-pyran-2-yloxy)-5-(6-azidohexyloxy)-6-(naphthalen-2-ylmethoxy)cyclohexane-1,3-diamine

ID: ALA4068694

PubChem CID: 137633291

Max Phase: Preclinical

Molecular Formula: C51H61N7O6

Molecular Weight: 868.09

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [N-]=[N+]=NCCCCCCO[C@@H]1[C@@H](OCc2ccc3ccccc3c2)[C@H](N)C[C@H](N)[C@H]1O[C@H]1O[C@H](CN)[C@@H](OCc2ccc3ccccc3c2)[C@H](OCc2ccc3ccccc3c2)[C@H]1N

Standard InChI:  InChI=1S/C51H61N7O6/c52-29-44-48(61-31-34-18-21-37-12-4-7-15-40(37)26-34)49(62-32-35-19-22-38-13-5-8-16-41(38)27-35)45(55)51(63-44)64-47-43(54)28-42(53)46(50(47)59-24-10-2-1-9-23-57-58-56)60-30-33-17-20-36-11-3-6-14-39(36)25-33/h3-8,11-22,25-27,42-51H,1-2,9-10,23-24,28-32,52-55H2/t42-,43+,44-,45-,46+,47-,48-,49-,50-,51-/m1/s1

Standard InChI Key:  MPXYZJXJLWKUDI-UNQXEYHCSA-N

Molfile:  

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M  CHG  2   9   1  15  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4068694

   ---

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: 868.09

Molecular Weight (Monoisotopic): 867.4683

AlogP: 7.91

#Rotatable Bonds: 20

Polar Surface Area: 208.22

Molecular Species: ZWITTERION

HBA: 11

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 4

CX Acidic pKa: -10.20

CX Basic pKa: 9.84

CX LogP: 7.02

CX LogD: 1.19

Aromatic Rings: 6

Heavy Atoms: 64

QED Weighted: 0.03

Np Likeness Score: 0.47

References

1. Allam A, Maigre L, Alves de Sousa R, Dumont E, Vergalli J, Pagès JM, Artaud I..  (2017)  New amphiphilic neamine conjugates bearing a metal binding motif active against MDR E. aerogenes Gram-negative bacteria.,  127  [PMID:27823890] [10.1016/j.ejmech.2016.10.054]

Source

Source(1):

• Scientific Literature