5-O-((12-(4-(Naphthalen-1-ylmethyl)piperazin-1-yl)dodecyl)tobramycin heptahydrochloride

ID: ALA4092073

Chembl Id: CHEMBL4092073

PubChem CID: 137654660

Max Phase: Preclinical

Molecular Formula: C45H84Cl7N7O9

Molecular Weight: 860.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cl.Cl.Cl.Cl.Cl.Cl.NC[C@H]1O[C@H](O[C@H]2[C@H](OCCCCCCCCCCCCN3CCN(Cc4cccc5ccccc45)CC3)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H](N)C[C@@H]2N)[C@H](N)C[C@@H]1O

Standard InChI:  InChI=1S/C45H77N7O9.7ClH/c46-26-36-35(54)25-34(49)44(58-36)60-41-32(47)24-33(48)42(61-45-40(56)38(50)39(55)37(28-53)59-45)43(41)57-23-12-8-6-4-2-1-3-5-7-11-18-51-19-21-52(22-20-51)27-30-16-13-15-29-14-9-10-17-31(29)30;;;;;;;/h9-10,13-17,32-45,53-56H,1-8,11-12,18-28,46-50H2;7*1H/t32-,33+,34+,35-,36+,37+,38-,39+,40+,41+,42-,43-,44+,45+;;;;;;;/m0......./s1

Standard InChI Key:  FCSBRVJYKKSDNN-SOHTTYOASA-N

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: 860.15

Molecular Weight (Monoisotopic): 859.5783

AlogP: 0.60

#Rotatable Bonds: 22

Polar Surface Area: 263.65

Molecular Species: BASE

HBA: 16

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.66

CX Basic pKa: 9.75

CX LogP: 0.88

CX LogD: -7.51

Aromatic Rings: 2

Heavy Atoms: 61

QED Weighted: 0.07

Np Likeness Score: 0.34

References

1. Yang X, Goswami S, Gorityala BK, Domalaon R, Lyu Y, Kumar A, Zhanel GG, Schweizer F..  (2017)  A Tobramycin Vector Enhances Synergy and Efficacy of Efflux Pump Inhibitors against Multidrug-Resistant Gram-Negative Bacteria.,  60  (9): [PMID:28399372] [10.1021/acs.jmedchem.7b00156]

Source

Source(1):

• Scientific Literature