AVERMECTIN

ID: ALA80025

Max Phase: Preclinical

Molecular Formula: C48H72O14

Molecular Weight: 873.09

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Representations

Synonyms (1): Avermectin
Synonyms from Alternative Forms(1):

Canonical SMILES: CCC(C)[C@H]1O[C@]2(C=C[C@@H]1C)C[C@@H]1C[C@@H](C/C=C(\C)[C@@H](O[C@H]3C[C@H](OC)[C@@H](O[C@H]4C[C@H](OC)[C@@H](O)[C@H](C)O4)[C@H](C)O3)[C@@H](C)/C=C/C=C3\CO[C@@H]4[C@H](O)C(C)=C[C@@H](C(=O)O1)[C@]34O)O2

Standard InChI: InChI=1S/C48H72O14/c1-11-25(2)43-28(5)17-18-47(62-43)23-34-20-33(61-47)16-15-27(4)42(26(3)13-12-14-32-24-55-45-40(49)29(6)19-35(46(51)58-34)48(32,45)52)59-39-22-37(54-10)44(31(8)57-39)60-38-21-36(53-9)41(50)30(7)56-38/h12-15,17-19,25-26,28,30-31,33-45,49-50,52H,11,16,20-24H2,1-10H3/b13-12+,27-15+,32-14+/t25?,26-,28-,30-,31-,33+,34-,35-,36-,37-,38-,39-,40+,41-,42-,43+,44-,45+,47+,48+/m0/s1

Standard InChI Key: RRZXIRBKKLTSOM-VDYLCOMISA-N

Associated Targets(non-human)

Artemia salina 1320 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Caenorhabditis elegans 1055 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Trichostrongylus colubriformis 210 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Tetranychus urticae 2600 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Ovis aries 854 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Artemia 698 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Haemonchus contortus 724 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Teladorsagia circumcincta 67 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Trichostrongylus axei 45 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Cooperia 29 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Oesophagostomum columbianum 45 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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: 873.09	Molecular Weight (Monoisotopic): 872.4922	AlogP: 5.38	#Rotatable Bonds: 8
Polar Surface Area: 170.06	Molecular Species: NEUTRAL	HBA: 14	HBD: 3
#RO5 Violations: 3	HBA (Lipinski): 14	HBD (Lipinski): 3	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 12.47	CX Basic pKa:	CX LogP: 5.85	CX LogD: 5.85
Aromatic Rings: 0	Heavy Atoms: 62	QED Weighted: 0.21	Np Likeness Score: 2.38

References

1. Mrozik H, Eskola P, Arison BH, Linn BO, Lusi A, Matzuk A, Shih TL, Tischler M, Waksmunski FS, Wyvratt MJ, Blizzard TA, Margiatto GM, Fisher MH, Shoop WL, Egerton JR. (1995) 4-Deoxy-4-aminoavermectins with potent broad spectrum antiparasitic activities, 5 (20): [10.1016/0960-894X(95)00424-R]
2. Meinke PT, O'Connor SP, Ostlind D, Shoop W, Fisher MH, Mrozik H. (1993) New, potent anthelmintic and acaricidal agents: 4-deoxy-4-thio-substituted avermectin derivatives, 3 (12): [10.1016/S0960-894X(01)80740-X]