20-deoxy-23-deoxy-20-(N-methyl-N-[1-(3-quinolyl)-1H-1,2,3-triazol-4-yl]methylamino)-23-(hexamethyleneimine-1-yl)-5-O-mycaminosyltylonolide

ID: ALA5198466

Chembl Id: CHEMBL5198466

PubChem CID: 164517086

Max Phase: Preclinical

Molecular Formula: C50H75N7O8

Molecular Weight: 902.19

Names and Identifiers

Canonical SMILES:  CC[C@H]1OC(=O)C[C@@H](O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)[C@@H](O)[C@H](N(C)C)[C@H]2O)[C@@H](CCN(C)Cc2cn(-c3cnc4ccccc4c3)nn2)C[C@@H](C)C(=O)/C=C/C(C)=C/[C@@H]1CN1CCCCCC1

Standard InChI:  InChI=1S/C50H75N7O8/c1-9-44-38(29-56-21-14-10-11-15-22-56)24-32(2)18-19-42(58)33(3)25-37(20-23-55(8)30-39-31-57(53-52-39)40-26-36-16-12-13-17-41(36)51-28-40)49(34(4)43(59)27-45(60)64-44)65-50-48(62)46(54(6)7)47(61)35(5)63-50/h12-13,16-19,24,26,28,31,33-35,37-38,43-44,46-50,59,61-62H,9-11,14-15,20-23,25,27,29-30H2,1-8H3/b19-18+,32-24+/t33-,34+,35-,37+,38-,43-,44-,46+,47-,48-,49-,50+/m1/s1

Standard InChI Key:  IHJKKUFHLWJRNI-HFZQUGABSA-N

Alternative Forms

1. Parent:

   

   ALA5198466

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 902.19

Molecular Weight (Monoisotopic): 901.5677

AlogP: 5.35

#Rotatable Bonds: 12

Polar Surface Area: 175.84

Molecular Species: BASE

HBA: 15

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.68

CX Basic pKa: 9.75

CX LogP: 5.72

CX LogD: 2.70

Aromatic Rings: 3

Heavy Atoms: 65

QED Weighted: 0.20

Np Likeness Score: 0.37

References

1. Zhai H, Luo C, Yang P, Zhang S, Wang H, Cao Y, Yang Y, Liu H, Kong X, Arhema Frejat FO, Ren C, Shi X, Wu C..  (2022)  Design, synthesis and activity against drug-resistant bacteria evaluation of C-20, C-23 modified 5-O-mycaminosyltylonolide derivatives.,  238  [PMID:35675753] [10.1016/j.ejmech.2022.114495]

Source

Source(1):

• Scientific Literature