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(E)-3-{4-[(2S,3S,4S,5R)-3,4-Dihydroxy-5-((S)-1-hydroxy-ethyl)-tetrahydro-furan-2-yloxy]-3-hydroxy-phenyl}-2-methyl-N-((3aS,4R,5R,6S,7R,7aR)-4,6,7-trihydroxy-hexahydro-benzo[1,3]dioxol-5-yl)-acrylamide

ID: ALA318497

PubChem CID: 44331810

Max Phase: Preclinical

Molecular Formula: C23H31NO12

Molecular Weight: 513.50

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  C/C(=C\c1ccc(O[C@@H]2O[C@H]([C@H](C)O)[C@@H](O)[C@@H]2O)c(O)c1)C(=O)N[C@@H]1[C@H](O)[C@@H](O)[C@H]2OCO[C@H]2[C@@H]1O

Standard InChI:  InChI=1S/C23H31NO12/c1-8(22(32)24-13-14(27)16(29)21-20(15(13)28)33-7-34-21)5-10-3-4-12(11(26)6-10)35-23-18(31)17(30)19(36-23)9(2)25/h3-6,9,13-21,23,25-31H,7H2,1-2H3,(H,24,32)/b8-5+/t9-,13+,14-,15+,16+,17-,18-,19+,20-,21+,23+/m0/s1

Standard InChI Key:  STCSTCYFNDYMLS-CXUMOKCHSA-N

Molfile:  

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M  END

Alternative Forms

  1. Parent:

Associated Targets(non-human)

Brachyspira hyodysenteriae (140 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pasteurella multocida (1166 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Biocomponents

Calculated Properties

Molecular Weight: 513.50Molecular Weight (Monoisotopic): 513.1846AlogP: -2.68#Rotatable Bonds: 6
Polar Surface Area: 207.63Molecular Species: NEUTRALHBA: 12HBD: 8
#RO5 Violations: 3HBA (Lipinski): 13HBD (Lipinski): 8#RO5 Violations (Lipinski): 3
CX Acidic pKa: 9.66CX Basic pKa: CX LogP: -1.92CX LogD: -1.92
Aromatic Rings: 1Heavy Atoms: 36QED Weighted: 0.18Np Likeness Score: 1.54

References

1. Hecker SJ, Lilley SC, Minich ML, Werner KM.  (1993)  Application of hygromycin a structure activity relationships to the antibiotic A201A.,  (2): [10.1016/S0960-894X(01)80896-9]

Source