3-O-Descladinosyl-3-O-[N-(3'-(3''-pyridyl)propyl)carbamoyl]-6-O-methylerythromycin A 9-O-methyl oxime-11,12-cyclic carbonate

ID: ALA4474918

PubChem CID: 155537582

Max Phase: Preclinical

Molecular Formula: C41H66N4O12

Molecular Weight: 806.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@H]1OC(=O)[C@H](C)[C@@H](OC(=O)NCCCc2cccnc2)[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(=N\OC)[C@H](C)[C@H]2OC(=O)O[C@@]21C

Standard InChI:  InChI=1S/C41H66N4O12/c1-13-30-41(8)35(56-39(49)57-41)25(4)31(44-51-12)23(2)21-40(7,50-11)34(55-37-32(46)29(45(9)10)20-24(3)52-37)26(5)33(27(6)36(47)53-30)54-38(48)43-19-15-17-28-16-14-18-42-22-28/h14,16,18,22-27,29-30,32-35,37,46H,13,15,17,19-21H2,1-12H3,(H,43,48)/b44-31+/t23-,24-,25+,26+,27-,29+,30-,32-,33+,34-,35-,37+,40-,41-/m1/s1

Standard InChI Key:  FOAPLWNJEPMPHU-KNYNVIOESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4474918

   ---

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: 806.99

Molecular Weight (Monoisotopic): 806.4677

AlogP: 4.89

#Rotatable Bonds: 11

Polar Surface Area: 185.80

Molecular Species: BASE

HBA: 15

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.83

CX Basic pKa: 9.08

CX LogP: 5.68

CX LogD: 3.99

Aromatic Rings: 1

Heavy Atoms: 57

QED Weighted: 0.13

Np Likeness Score: 1.03

References

1. Li XM, Lv W, Guo SY, Li YX, Fan BZ, Cushman M, Kong FS, Zhang J, Liang JH..  (2019)  Synthesis and structure-bactericidal activity relationships of non-ketolides: 9-Oxime clarithromycin 11,12-cyclic carbonate featured with three-to eight-atom-length spacers at 3-OH.,  171  [PMID:30925339] [10.1016/j.ejmech.2019.03.037]

Source

Source(1):

• Scientific Literature