(1R,2R,4R,6R,7R,8R,10S,13R,14S)-7-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-13-ethyl-10-fluoro-6-methoxy-2,4,6,8,10,14-hexamethyl-17-[4-[4-(2-thienyl)triazol-1-yl]butyl]-12,15-dioxa-17-azabicyclo[12.3.0]heptadecane-3,9,11,16-tetrone

ID: ALA4521597

PubChem CID: 155542608

Max Phase: Preclinical

Molecular Formula: C41H62FN5O10S

Molecular Weight: 836.04

Molecule Type: Unknown

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(CCCCn3cc(-c4cccs4)nn3)C(=O)O[C@]12C

Standard InChI:  InChI=1S/C41H62FN5O10S/c1-12-30-41(8)33(47(38(52)57-41)18-14-13-17-46-22-27(43-44-46)29-16-15-19-58-29)25(4)31(48)23(2)21-39(6,53-11)35(26(5)34(50)40(7,42)37(51)55-30)56-36-32(49)28(45(9)10)20-24(3)54-36/h15-16,19,22-26,28,30,32-33,35-36,49H,12-14,17-18,20-21H2,1-11H3/t23-,24-,25+,26+,28+,30-,32-,33-,35-,36+,39-,40+,41-/m1/s1

Standard InChI Key:  UCLMBTQUKUDMRC-JSQDAUIUSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4521597

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 836.04

Molecular Weight (Monoisotopic): 835.4201

AlogP: 5.08

#Rotatable Bonds: 11

Polar Surface Area: 171.85

Molecular Species: NEUTRAL

HBA: 15

HBD: 1

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.83

CX Basic pKa: 7.68

CX LogP: 6.37

CX LogD: 5.91

Aromatic Rings: 2

Heavy Atoms: 58

QED Weighted: 0.18

Np Likeness Score: 0.38

References

1. Janas A, Przybylski P..  (2019)  14- and 15-membered lactone macrolides and their analogues and hybrids: structure, molecular mechanism of action and biological activity.,  182  [PMID:31499358] [10.1016/j.ejmech.2019.111662]

2. Daher SS, Jin X, Patel J, Freundlich JS, Buttaro B, Andrade RB..  (2019)  Synthesis and biological evaluation of solithromycin analogs against multidrug resistant pathogens.,  29  (11): [PMID:30962084] [10.1016/j.bmcl.2019.03.038]

Source

Source(1):

• Scientific Literature