SCS-C007109

3-((3S,6R,9S,12S,15R,18S,21S,25R)-9-(2-hydroxy-2-oxoethyl)-25-(10-methyldodecyl)-3,6,15,18-tetrakis(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-12-(propan-2-yl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosan-21-yl)propanoic acid

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

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Chemical Structure

Structure of 3-((3S,6R,9S,12S,15R,18S,21S,25R)-9-(2-hydroxy-2-oxoethyl)-25-(10-methyldodecyl)-3,6,15,18-tetrakis(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-12-(propan-2-yl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosan-21-yl)propanoic acid

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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.

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Source Information

Limimaricola sp. SCSIO 53532 (NA)

Kingdom Pseudomonadati Phylum Pseudomonadota Class Alphaproteobacteria Order Rhodobacterales Family Paracoccaceae Genus Limimaricola Species Limimaricola sp.

South China Sea · 2437 m

DOI: 10.1016/j.bioorg.2021.105589 · Bioorganic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

1050.4 Da

Threshold ≤ 500

ALogP

5.43

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

4 violations (MW, ALogP, HBD, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C54H95N7O13

Molecular Weight:

1050.3900 Da

SMILES:

CCC(C)CCCCCCCCC[C@@H]1CC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)O1

InChIKey:

                        DWZATIQLKPBJFS-HQLUSXTISA-N
                        
                    

InChI:

InChI=1S/C54H95N7O13/c1-13-36(12)21-19-17-15-14-16-18-20-22-37-29-44(62)55-38(23-24-45(63)64)48(67)56-39(25-31(2)3)49(68)58-41(27-33(6)7)52(71)61-47(35(10)11)53(72)59-42(30-46(65)66)51(70)57-40(26-32(4)5)50(69)60-43(28-34(8)9)54(73)74-37/h31-43,47H,13-30H2,1-12H3,(H,55,62)(H,56,67)(H,57,70)(H,58,68)(H,59,72)(H,60,69)(H,61,71)(H,63,64)(H,65,66)/t36?,37-,38+,39+,40-,41-,42+,43+,47+/m1/s1

Calculated Properties

ALogP:

5.432 lipophilicity

TPSA:

304.60 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.8148 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007109

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

Biological Activity Data

No bioactivity data available for this compound.

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