SCS-C004942

thalassospiramide A8

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

972.2 Da

Threshold ≤ 500

ALogP

0.75

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:

C49H77N7O13

Molecular Weight:

972.1910 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](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:

                        BQJGJSRGRLZEGF-GMJSRILQSA-N
                        
                    

InChI:

InChI=1S/C49H77N7O13/c1-10-11-12-13-14-15-16-17-39(61)51-36(27-58)45(64)54-43(30(4)5)47(66)52-35(26-57)38(60)25-40(62)53-42(29(2)3)46(65)50-33-20-23-41(63)56(9)44(31(6)7)48(67)55(8)37(49(68)69-28-33)24-32-18-21-34(59)22-19-32/h15-16,18-23,29-31,33,35-38,42-44,57-60H,10-14,17,24-28H2,1-9H3,(H,50,65)(H,51,61)(H,52,66)(H,53,62)(H,54,64)/b16-15-,23-20+/t33-,35+,36+,37+,38+,42+,43+,44+/m1/s1

Calculated Properties

ALogP:

0.746 lipophilicity

TPSA:

293.34 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.6327 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004942

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: CMNPD27143

Biological Activity Data

No bioactivity data available for this compound.

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