SCS-C004373

thalassospiramide B3

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

Back to List

Chemical Structure

Loading 3D structure...

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

1076.3 Da

Threshold ≤ 500

ALogP

2.75

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:

C57H85N7O13

Molecular Weight:

1076.3430 Da

SMILES:

CCCCCC/C=C\CC(=O)N[C@@H](Cc1ccccc1)[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:

                        NSOKEJCBIMHUJD-DUVRQMNTSA-N
                        
                    

InChI:

InChI=1S/C57H85N7O13/c1-10-11-12-13-14-15-19-22-47(69)59-42(29-38-20-17-16-18-21-38)45(67)31-48(70)62-52(36(4)5)55(74)60-43(33-65)46(68)32-49(71)61-51(35(2)3)54(73)58-40-25-28-50(72)64(9)53(37(6)7)56(75)63(8)44(57(76)77-34-40)30-39-23-26-41(66)27-24-39/h15-21,23-28,35-37,40,42-46,51-53,65-68H,10-14,22,29-34H2,1-9H3,(H,58,73)(H,59,69)(H,60,74)(H,61,71)(H,62,70)/b19-15-,28-25+/t40-,42+,43+,44+,45+,46+,51+,52+,53+/m1/s1

Calculated Properties

ALogP:

2.747 lipophilicity

TPSA:

293.34 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-C004373

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: CMNPD27147

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds