(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-3-ylamino)propyl)octahydro-2H-[1]oxacyclotetradecino[4,3-d]oxazole-2,6,8,14(1H,7H,9H)-tetraone

ID: ALA5279707

Chembl Id: CHEMBL5279707

Max Phase: Preclinical

Molecular Formula: C43H63FN4O10

Molecular Weight: 814.99

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(CCCNc3cnc4ccccc4c3)C(=O)O[C@]12C

Standard InChI:  InChI=1S/C43H63FN4O10/c1-12-32-43(8)35(48(40(53)58-43)19-15-18-45-29-21-28-16-13-14-17-30(28)46-23-29)26(4)33(49)24(2)22-41(6,54-11)37(27(5)36(51)42(7,44)39(52)56-32)57-38-34(50)31(47(9)10)20-25(3)55-38/h13-14,16-17,21,23-27,31-32,34-35,37-38,45,50H,12,15,18-20,22H2,1-11H3/t24-,25-,26+,27+,31+,32-,34-,35-,37-,38+,41+,42+,43-/m1/s1

Standard InChI Key:  DFQIBENPAJZVPH-VPBIPTBPSA-N

Alternative Forms

1. Parent:

   

   ALA5279707

   ---

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: 814.99

Molecular Weight (Monoisotopic): 814.4528

AlogP: 5.33

#Rotatable Bonds: 10

Polar Surface Area: 166.06

Molecular Species: NEUTRAL

HBA: 13

HBD: 2

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.83

CX Basic pKa: 7.68

CX LogP: 5.63

CX LogD: 5.16

Aromatic Rings: 2

Heavy Atoms: 58

QED Weighted: 0.18

Np Likeness Score: 0.60

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