(3aS,4R,7S,9R,10R,11S,13R,15R,15aR)-10-(((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4-ethyl-7-fluoro-11-methoxy-3a,7,9,11,13,15-hexamethyl-1-(3-(quinolin-4-yloxy)propyl)octahydro-2H-[1]oxacyclotetradecino[4,3-d]oxazole-2,6,8,14(1H,7H,9H)-tetraone

ID: ALA5269080

Chembl Id: CHEMBL5269080

Max Phase: Preclinical

Molecular Formula: C43H62FN3O11

Molecular Weight: 815.98

Names and Identifiers

Canonical SMILES:  CC[C@H]1OC(=O)[C@@](C)(F)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@@](C)(OC)C[C@@H](C)C(=O)[C@H](C)[C@H]2N(CCCOc3ccnc4ccccc34)C(=O)O[C@]12C

Standard InChI:  InChI=1S/C43H62FN3O11/c1-12-32-43(8)35(47(40(52)58-43)20-15-21-54-31-18-19-45-29-17-14-13-16-28(29)31)26(4)33(48)24(2)23-41(6,53-11)37(27(5)36(50)42(7,44)39(51)56-32)57-38-34(49)30(46(9)10)22-25(3)55-38/h13-14,16-19,24-27,30,32,34-35,37-38,49H,12,15,20-23H2,1-11H3/t24-,25-,26+,27+,30+,32-,34-,35-,37-,38+,41+,42+,43-/m1/s1

Standard InChI Key:  IECPQWUAQYFKQD-WQKMXDGHSA-N

Alternative Forms

1. Parent:

   

   ALA5269080

   ---

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: 815.98

Molecular Weight (Monoisotopic): 815.4368

AlogP: 5.30

#Rotatable Bonds: 10

Polar Surface Area: 163.26

Molecular Species: NEUTRAL

HBA: 13

HBD: 1

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.83

CX Basic pKa: 7.68

CX LogP: 6.00

CX LogD: 5.52

Aromatic Rings: 2

Heavy Atoms: 58

QED Weighted: 0.19

Np Likeness Score: 0.81

References

1. Jin L, Zhang X, Luo Z, Wu X, Zhao Z..  (2023)  Synthesis and antibacterial activity of novel 2‑fluoro ketolide antibiotics with 11,12‑quinoylalkyl side chains.,  80  [PMID:36574853] [10.1016/j.bmcl.2022.129115]

Source

Source(1):

• Scientific Literature