ID: ALA2316679

Max Phase: Preclinical

Molecular Formula: C43H59N3O11

Molecular Weight: 793.96

Molecule Type: Small molecule

Representations

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#Cc2cncc3ccccc23)[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(45-52-19-15-17-30-23-44-22-29-16-13-14-18-31(29)30)24(2)21-42(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/h13-14,16,18,22-28,32-33,36-38,40,48H,12,19-21H2,1-11H3/b45-34+/t24-,25-,26+,27+,28-,32+,33-,36-,37-,38-,40+,42-,43-/m1/s1

Standard InChI Key:  CPBWZZPTMCXALW-AKLJTMLOSA-N

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

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: 6.51

CX LogD: 5.90

Aromatic Rings: 2

Heavy Atoms: 57

QED Weighted: 0.13

Np Likeness Score: 0.97

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]

2. Tian JC, Han X, Lv W, Li YX, Wang H, Fan BZ, Cushman M, Liang JH..  (2017)  Design, synthesis and structure-bactericidal activity relationships of novel 9-oxime ketolides and reductive epimers of acylides.,  27  (7): [PMID:28256375] [10.1016/j.bmcl.2017.02.041]

Source

Source(1):

• Scientific Literature