SCS-C004987

thalassospiramide B4

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

1092.3 Da

Threshold ≤ 500

ALogP

2.45

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:

C57H85N7O14

Molecular Weight:

1092.3420 Da

SMILES:

CCCCCC/C=C\CC(=O)N[C@@H](Cc1ccc(O)cc1)[C@@H](O)CC(=O)N[C@H](C(=O)N[C@@H](CO)[C@@H](O)CC(=O)N[C@H](C(=O)N[C@@H]1/C=C/C(=O)N(C)[C@@H](C(C)C)C(=O)N(C)[C@@H](Cc2ccc(O)cc2)C(=O)OC1)C(C)C)C(C)C

InChIKey:

                        GFRAUEKPSSRJCZ-CWHFPBCJSA-N
                        
                    

InChI:

InChI=1S/C57H85N7O14/c1-10-11-12-13-14-15-16-17-47(70)59-42(28-37-18-23-40(66)24-19-37)45(68)30-48(71)62-52(35(4)5)55(75)60-43(32-65)46(69)31-49(72)61-51(34(2)3)54(74)58-39-22-27-50(73)64(9)53(36(6)7)56(76)63(8)44(57(77)78-33-39)29-38-20-25-41(67)26-21-38/h15-16,18-27,34-36,39,42-46,51-53,65-69H,10-14,17,28-33H2,1-9H3,(H,58,74)(H,59,70)(H,60,75)(H,61,72)(H,62,71)/b16-15-,27-22+/t39-,42+,43+,44+,45+,46+,51+,52+,53+/m1/s1

Calculated Properties

ALogP:

2.453 lipophilicity

TPSA:

313.57 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.5789 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004987

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: CMNPD27148

Biological Activity Data

No bioactivity data available for this compound.

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