(3aS,4R,7S,9R,10R,11S,13R,15R,15aR)-1-(3-(butyl(quinolin-4-yl)amino)propyl)-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-hexamethyloctahydro-2H-[1]oxacyclotetradecino[4,3-d]oxazole-2,6,8,14(1H,7H,9H)-tetraone

ID: ALA5288790

Chembl Id: CHEMBL5288790

Max Phase: Preclinical

Molecular Formula: C47H71FN4O10

Molecular Weight: 871.10

Names and Identifiers

Canonical SMILES:  CCCCN(CCCN1C(=O)O[C@]2(C)[C@@H](CC)OC(=O)[C@@](C)(F)C(=O)[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@H](N(C)C)[C@H]3O)[C@@](C)(OC)C[C@@H](C)C(=O)[C@H](C)[C@@H]12)c1ccnc2ccccc12

Standard InChI:  InChI=1S/C47H71FN4O10/c1-13-15-23-51(34-21-22-49-33-20-17-16-19-32(33)34)24-18-25-52-39-30(5)37(53)28(3)27-45(7,58-12)41(61-42-38(54)35(50(10)11)26-29(4)59-42)31(6)40(55)46(8,48)43(56)60-36(14-2)47(39,9)62-44(52)57/h16-17,19-22,28-31,35-36,38-39,41-42,54H,13-15,18,23-27H2,1-12H3/t28-,29-,30+,31+,35+,36-,38-,39-,41-,42+,45+,46+,47-/m1/s1

Standard InChI Key:  TWKVGTOGJSCARN-TVMUYNBQSA-N

Alternative Forms

1. Parent:

   

   ALA5288790

   ---

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: 871.10

Molecular Weight (Monoisotopic): 870.5154

AlogP: 6.53

#Rotatable Bonds: 13

Polar Surface Area: 157.27

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: 8.05

CX LogP: 7.59

CX LogD: 6.47

Aromatic Rings: 2

Heavy Atoms: 62

QED Weighted: 0.17

Np Likeness Score: 0.67

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