3-O-Descladinosyl-3-keto-6-O-methylerythromycin A E-9-O-[3-(3'-quinolyl)-2-propargyl]oxime 11,12-cyclic carbonate

ID: ALA2316681

PubChem CID: 71570945

Max Phase: Preclinical

Molecular Formula: C43H59N3O11

Molecular Weight: 793.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H]1OC(=O)[C@H](C)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(=N\OCC#Cc2cnc3ccccc3c2)[C@H](C)[C@H]2OC(=O)O[C@@]21C

Standard InChI:  InChI=1S/C43H59N3O11/c1-12-33-43(8)38(56-41(50)57-43)26(4)34(45-52-19-15-16-29-21-30-17-13-14-18-31(30)44-23-29)24(2)22-42(7,51-11)37(27(5)35(47)28(6)39(49)54-33)55-40-36(48)32(46(9)10)20-25(3)53-40/h13-14,17-18,21,23-28,32-33,36-38,40,48H,12,19-20,22H2,1-11H3/b45-34+/t24-,25-,26+,27+,28-,32+,33-,36-,37-,38-,40+,42-,43-/m1/s1

Standard InChI Key:  WNDBUNITINASKI-AKLJTMLOSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2316681

   (1R,2R,5R,7R,8R,9R,11R,12E,13S,14R)-8-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-9-methoxy-1,5,7,9,11,13-hexamethyl-12-(3-quinolin-3-ylprop-2-ynoxyimino)-3,15,17-trioxabicyclo[12.3.0]heptadecane-4,6,16-trione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 793.96

Molecular Weight (Monoisotopic): 793.4150

AlogP: 5.31

#Rotatable Bonds: 7

Polar Surface Area: 164.54

Molecular Species: NEUTRAL

HBA: 14

HBD: 1

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.93

CX Basic pKa: 8.27

CX LogP: 6.89

CX LogD: 6.28

Aromatic Rings: 2

Heavy Atoms: 57

QED Weighted: 0.13

Np Likeness Score: 0.85

References

1. Liang JH, An K, Lv W, Cushman M, Wang H, Xu YC..  (2013)  Synthesis, antibacterial activity and docking of 14-membered 9-O-(3-arylalkyl) oxime 11,12-cyclic carbonate ketolides.,  59  [PMID:23202851] [10.1016/j.ejmech.2012.10.054]

Source

Source(1):

• Scientific Literature