SCS-C004661

thalassospiramide I

Pathway: Amino acids and Peptides | Polyketides Superclass: Oligopeptides Class: Cyclic peptides | Depsipeptides | Lipopeptides

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Chemical Structure

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Fodinicurvata sp. (NA)

Kingdom Pseudomonadati Phylum Pseudomonadota Class Alphaproteobacteria Order Rhodospirillales Family Rhodovibrionaceae Genus Fodinicurvata Species NA

South China Sea

DOI: 10.1074/jbc.m116.756858 · J. Biol. Chem

Drug-likeness (Lipinski Ro5)

Molecular Weight

1045.2 Da

Threshold ≤ 500

ALogP

-1.12

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

3 violations (MW, HBD, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C51H80N8O15

Molecular Weight:

1045.2420 Da

SMILES:

CCCCCC/C=C\CC(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)N[C@@H](CO)[C@@H](O)CC(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)N[C@@H]1/C=C/C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H](Cc2ccc(O)cc2)C(=O)OC1)C(C)C)C(C)C

InChIKey:

                        KYDGWTYFZYBPJX-OPNKARPJSA-N
                        
                    

InChI:

InChI=1S/C51H80N8O15/c1-9-10-11-12-13-14-15-16-40(65)53-36(26-61)46(68)58-44(30(4)5)49(71)55-35(25-60)39(64)24-42(67)54-37(27-62)47(69)57-43(29(2)3)48(70)52-33-19-22-41(66)56-45(31(6)7)50(72)59(8)38(51(73)74-28-33)23-32-17-20-34(63)21-18-32/h14-15,17-22,29-31,33,35-39,43-45,60-64H,9-13,16,23-28H2,1-8H3,(H,52,70)(H,53,65)(H,54,67)(H,55,71)(H,56,66)(H,57,69)(H,58,68)/b15-14-,22-19+/t33-,35+,36+,37+,38+,39+,43+,44+,45+/m1/s1

Calculated Properties

ALogP:

-1.119 lipophilicity

TPSA:

351.46 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.6275 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004661

NPClassifier Pathway:

Amino acids and Peptides Polyketides

NPClassifier Superclass:

Oligopeptides

NPClassifier Class:

Cyclic peptides Depsipeptides Lipopeptides

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD27159

Biological Activity Data

No bioactivity data available for this compound.

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