Spinosad

ID: ALA2040681

Chembl Id: CHEMBL2040681

PubChem CID: 17754356

Max Phase: Preclinical

Molecular Formula: C83H132N2O20

Molecular Weight: 1477.96

Molecule Type: Small molecule

Names and Identifiers

Trade Names(1): Natroba

Canonical SMILES:  CC[C@H]1CCC[C@H](O[C@H]2CC[C@H](N(C)C)[C@@H](C)O2)[C@@H](C)C(=O)C2=C[C@@H]3[C@@H](C=C(C)[C@@H]4C[C@@H](O[C@@H]5O[C@@H](C)[C@H](OC)[C@@H](OC)[C@H]5OC)C[C@@H]34)[C@@H]2CC(=O)O1.CC[C@H]1CCC[C@H](O[C@H]2CC[C@H](N(C)C)[C@@H](C)O2)[C@@H](C)C(=O)C2=C[C@@H]3[C@@H](C=C[C@@H]4C[C@@H](O[C@@H]5O[C@@H](C)[C@H](OC)[C@@H](OC)[C@H]5OC)C[C@@H]34)[C@@H]2CC(=O)O1

Standard InChI:  InChI=1S/C42H67NO10.C41H65NO10/c1-11-26-13-12-14-35(53-37-16-15-34(43(6)7)24(4)49-37)23(3)38(45)33-20-31-29(32(33)21-36(44)51-26)17-22(2)28-18-27(19-30(28)31)52-42-41(48-10)40(47-9)39(46-8)25(5)50-42;1-10-26-12-11-13-34(52-36-17-16-33(42(5)6)23(3)48-36)22(2)37(44)32-20-30-28(31(32)21-35(43)50-26)15-14-25-18-27(19-29(25)30)51-41-40(47-9)39(46-8)38(45-7)24(4)49-41/h17,20,23-32,34-35,37,39-42H,11-16,18-19,21H2,1-10H3;14-15,20,22-31,33-34,36,38-41H,10-13,16-19,21H2,1-9H3/t23-,24-,25+,26+,27-,28+,29-,30-,31-,32+,34+,35+,37+,39+,40-,41-,42+;22-,23-,24+,25-,26+,27-,28-,29-,30-,31+,33+,34+,36+,38+,39-,40-,41+/m11/s1

Standard InChI Key:  JFLRKDZMHNBDQS-SGSTVUCESA-N

Alternative Forms

1. Parent:

   

   ALA2040681

   SPINOSAD

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: 1477.96

Molecular Weight (Monoisotopic): 1476.9373

AlogP:

#Rotatable Bonds:

Polar Surface Area:

Molecular Species:

HBA:

HBD:

#RO5 Violations:

HBA (Lipinski):

HBD (Lipinski):

#RO5 Violations (Lipinski):

CX Acidic pKa:

CX Basic pKa:

CX LogP:

CX LogD:

Aromatic Rings:

Heavy Atoms:

QED Weighted:

Np Likeness Score:

References

1. Yu GJ, Iwamoto S, Robins LI, Fettinger JC, Sparks TC, Lorsbach BA, Kurth MJ..  (2009)  3-(Arylthiomethyl)isoxazole-4,5-dicarboxamides: chemoselective nucleophilic chemistry and insecticidal activity.,  57  (16): [PMID:19624156] [10.1021/jf901512t]

2. Campos MR, Picanço MC, Martins JC, Tomaz AC, Guedes RNC..  (2011)  Insecticide selectivity and behavioral response of the earwig Doru luteipes,  30  (12): [10.1016/j.cropro.2011.08.013]

3. Bostanian NJ, Thistlewood HA, Hardman JM, Laurin MC, Racette G..  (2009)  Effect of seven new orchard pesticides on Galendromus occidentalis in laboratory studies.,  65  (6): [PMID:19206104] [10.1002/ps.1721]

4. Athanassiou CG, Arthur FH, Throne JE..  (2009)  Efficacy of grain protectants against four psocid species on maize, rice and wheat.,  65  (10): [PMID:19548292] [10.1002/ps.1804]

5. Morales-Rodriguez A, Ospina A, Peck DC..  (2010)  Variation in the laboratory susceptibility of turf-infesting white grubs (Coleoptera: Scarabaeidae) to biological, biorational and chemical control products.,  66  (1): [PMID:19742452] [10.1002/ps.1835]

6. Akmoutsou P, Mademtzoglou D, Nakou I, Onoufriadis A, Papadopoulou X, Kounatidis I, Frantzios G, Papadakis G, Vasiliadis K, Papadopoulos NT, Mavragani-Tsipidou P..  (2011)  Evaluation of toxicity and genotoxic effects of spinosad and deltamethrin in Drosophila melanogaster and Bactrocera oleae.,  67  (12): [PMID:21626654] [10.1002/ps.2208]

7. Takahashi Y, Kojimoto T, Nagaoka H, Takagi Y, Oikawa M.  (2005)  Tests for Evaluating the Side Effects of Chlorothalonil (TPN) and Spinosad on the Parasitic Wasp (Aphidius colemani),  30  (1): [10.1584/jpestics.30.11]

8. Sun J, Liang P, Gao X..  (2012)  Cross-resistance patterns and fitness in fufenozide-resistant diamondback moth, Plutella xylostella (Lepidoptera: Plutellidae).,  68  (2): [PMID:21858910] [10.1002/ps.2258]

9. Bengochea P, Christiaens O, Amor F, Viñuela E, Rougé P, Medina P, Smagghe G..  (2013)  Insect growth regulators as potential insecticides to control olive fruit fly (Bactrocera oleae Rossi): insect toxicity bioassays and molecular docking approach.,  69  (1): [PMID:22730139] [10.1002/ps.3350]

Source

Source(1):

• Scientific Literature