Turnagainolide B

ID: ALA1784528

PubChem CID: 53262864

Max Phase: Preclinical

Molecular Formula: C30H44N4O6

Molecular Weight: 556.70

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Turnagainolide B | Turnagainolide B|CHEBI:67523|CHEMBL1784528|Q27135991

Canonical SMILES:  CC[C@H](C)[C@@H]1NC(=O)[C@@H](C)NC(=O)[C@H](C(C)C)NC(=O)C[C@@H](/C=C/c2ccccc2)OC(=O)[C@H](C(C)C)NC1=O

Standard InChI:  InChI=1S/C30H44N4O6/c1-8-19(6)26-29(38)33-25(18(4)5)30(39)40-22(15-14-21-12-10-9-11-13-21)16-23(35)32-24(17(2)3)28(37)31-20(7)27(36)34-26/h9-15,17-20,22,24-26H,8,16H2,1-7H3,(H,31,37)(H,32,35)(H,33,38)(H,34,36)/b15-14+/t19-,20+,22+,24-,25-,26-/m0/s1

Standard InChI Key:  SMWGFJCKWZCJNQ-QWGWBJRGSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1784528

   TURNAGAINOLIDE B

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: 556.70

Molecular Weight (Monoisotopic): 556.3261

AlogP: 2.33

#Rotatable Bonds: 6

Polar Surface Area: 142.70

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.65

CX Basic pKa: ┄

CX LogP: 3.22

CX LogD: 3.22

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.40

Np Likeness Score: 1.66

References

1. Li D, Carr G, Zhang Y, Williams DE, Amlani A, Bottriell H, Mui AL, Andersen RJ..  (2011)  Turnagainolides A and B, cyclic depsipeptides produced in culture by a Bacillus sp.: isolation, structure elucidation, and synthesis.,  74  (5): [PMID:21539394] [10.1021/np200033y]

Source

Source(1):

• Scientific Literature