(NE)-N-[(1R,2R,3R,6R,8R,9R,10R,13E,16S,18R)-9-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-3-ethyl-2-hydroxy-13-[(5-isoxazol-5-yl-2-pyridyl)methoxyimino]-2,6,8,10,16,18-hexamethyl-5,7-dioxo-4,11,15-trioxabicyclo[8.5.4]nonadecan-17-ylidene]acetamide

ID: ALA4442401

PubChem CID: 57617278

Max Phase: Preclinical

Molecular Formula: C43H63N5O12

Molecular Weight: 842.00

Molecule Type: Unknown

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@@]2(C)C[C@@H](C)/C(=N\C(C)=O)[C@H](C)[C@@H](OC/C(=N\OCc3ccc(-c4ccno4)cn3)CO2)[C@]1(C)O

Standard InChI:  InChI=1S/C43H63N5O12/c1-12-34-43(9,53)39-25(4)35(46-28(7)49)23(2)18-42(8,55-21-31(20-54-39)47-56-22-30-14-13-29(19-44-30)33-15-16-45-60-33)38(26(5)36(50)27(6)40(52)58-34)59-41-37(51)32(48(10)11)17-24(3)57-41/h13-16,19,23-27,32,34,37-39,41,51,53H,12,17-18,20-22H2,1-11H3/b46-35+,47-31+/t23-,24-,25+,26+,27-,32+,34-,37-,38-,39-,41+,42-,43-/m1/s1

Standard InChI Key:  PQGQZVJLTHIAPF-NBOMOWBGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4442401

   N-[(1R,2R,3R,6R,8R,9R,10R,13E,16S,18R)-9-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-3-ethyl-2-hydroxy-2,6,8,10,16,18-hexamethyl-13-[[5-(1,2-oxazol-5-yl)pyridin-2-yl]methoxyimino]-5,7-dioxo-4,11,15-trioxabicyclo[8.5.4]nonadecan-17-yli

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: 842.00

Molecular Weight (Monoisotopic): 841.4473

AlogP: 4.17

#Rotatable Bonds: 8

Polar Surface Area: 213.93

Molecular Species: NEUTRAL

HBA: 16

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.93

CX Basic pKa: 8.27

CX LogP: 3.18

CX LogD: 2.57

Aromatic Rings: 2

Heavy Atoms: 60

QED Weighted: 0.22

Np Likeness Score: 0.62

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]

Source

Source(1):

• Scientific Literature