SCS-C005057

thalassospiramide B5

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

1016.2 Da

Threshold ≤ 500

ALogP

0.50

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:

C51H81N7O14

Molecular Weight:

1016.2440 Da

SMILES:

CCCCCC/C=C\CC(=O)N[C@@H](CO)[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:

                        TUHBUGDBYHNTIO-CUOCXQNUSA-N
                        
                    

InChI:

InChI=1S/C51H81N7O14/c1-10-11-12-13-14-15-16-17-41(64)53-36(27-59)39(62)25-42(65)56-46(31(4)5)49(69)54-37(28-60)40(63)26-43(66)55-45(30(2)3)48(68)52-34-20-23-44(67)58(9)47(32(6)7)50(70)57(8)38(51(71)72-29-34)24-33-18-21-35(61)22-19-33/h15-16,18-23,30-32,34,36-40,45-47,59-63H,10-14,17,24-29H2,1-9H3,(H,52,68)(H,53,64)(H,54,69)(H,55,66)(H,56,65)/b16-15-,23-20+/t34-,36+,37+,38+,39+,40+,45+,46+,47+/m1/s1

Calculated Properties

ALogP:

0.497 lipophilicity

TPSA:

313.57 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.6471 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005057

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: CMNPD27149

Biological Activity Data

No bioactivity data available for this compound.

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