SCS-C005010

thalassospiramide A9

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

942.2 Da

Threshold ≤ 500

ALogP

0.70

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:

C48H75N7O12

Molecular Weight:

942.1650 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@@H](C(C)C)C(=O)N(C)[C@@H](Cc2ccccc2)C(=O)OC1)C(C)C)C(C)C

InChIKey:

                        HPQBHRSYFAFXLA-QJLIPYFFSA-N
                        
                    

InChI:

InChI=1S/C48H75N7O12/c1-9-10-11-12-13-14-18-21-38(59)50-35(27-57)44(62)54-42(30(4)5)46(64)51-34(26-56)37(58)25-40(61)53-41(29(2)3)45(63)49-33-22-23-39(60)52-43(31(6)7)47(65)55(8)36(48(66)67-28-33)24-32-19-16-15-17-20-32/h14-20,22-23,29-31,33-37,41-43,56-58H,9-13,21,24-28H2,1-8H3,(H,49,63)(H,50,59)(H,51,64)(H,52,60)(H,53,61)(H,54,62)/b18-14-,23-22+/t33-,34+,35+,36+,37+,41+,42+,43+/m1/s1

Calculated Properties

ALogP:

0.698 lipophilicity

TPSA:

281.90 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.6250 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005010

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: CMNPD27144

Biological Activity Data

No bioactivity data available for this compound.

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