3',4',6-tri-O-2-naphthyl neamine

ID: ALA3596218

Chembl Id: CHEMBL3596218

PubChem CID: 44195268

Max Phase: Preclinical

Molecular Formula: C45H50N4O6

Molecular Weight: 742.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](OCc3ccc4ccccc4c3)[C@H](N)C[C@@H]2N)[C@H](N)[C@@H](OCc2ccc3ccccc3c2)[C@@H]1OCc1ccc2ccccc2c1

Standard InChI:  InChI=1S/C45H50N4O6/c46-23-38-43(52-25-28-14-17-31-8-2-5-11-34(31)20-28)44(53-26-29-15-18-32-9-3-6-12-35(32)21-29)39(49)45(54-38)55-42-37(48)22-36(47)41(40(42)50)51-24-27-13-16-30-7-1-4-10-33(30)19-27/h1-21,36-45,50H,22-26,46-49H2/t36-,37+,38-,39-,40-,41+,42-,43-,44-,45-/m1/s1

Standard InChI Key:  ZSAKFHKUBTUBSK-NGTUMBJYSA-N

Alternative Forms

1. Parent:

   

   ALA3596218

   (1R,2R,3S,5R,6S)-3,5-diamino-2-[(2R,3R,4R,5R,6R)-3-amino-6-(aminomethyl)-4,5-bis(naphthalen-2-ylmethoxy)oxan-2-yl]oxy-6-(naphthalen-2-ylmethoxy)cyclohexan-1-ol

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: 742.92

Molecular Weight (Monoisotopic): 742.3730

AlogP: 5.02

#Rotatable Bonds: 12

Polar Surface Area: 170.46

Molecular Species: BASE

HBA: 10

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 13.11

CX Basic pKa: 9.67

CX LogP: 4.78

CX LogD: -0.46

Aromatic Rings: 6

Heavy Atoms: 55

QED Weighted: 0.11

Np Likeness Score: 0.58

References

1. Herzog IM, Fridman M.  (2014)  Design and synthesis of membrane-targeting antibiotics: from peptides- to aminosugar-based antimicrobial cationic amphiphiles,  5  (8): [10.1039/C4MD00012A]

Source

Source(1):

• Scientific Literature