SCS-C007119

3-((3S,6R,9S,12S,15R,18S,21S,25R)-9-(2-hydroxy-2-oxoethyl)-25-(6-methyloctyl)-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-(6-methyloctyl)-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

994.3 Da

Threshold ≤ 500

ALogP

3.87

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:

C50H87N7O13

Molecular Weight:

994.2820 Da

SMILES:

CCC(C)CCCCC[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:

                        KTLWOXZVSZKMSA-JBNYGSHLSA-N
                        
                    

InChI:

InChI=1S/C50H87N7O13/c1-13-32(12)17-15-14-16-18-33-25-40(58)51-34(19-20-41(59)60)44(63)52-35(21-27(2)3)45(64)54-37(23-29(6)7)48(67)57-43(31(10)11)49(68)55-38(26-42(61)62)47(66)53-36(22-28(4)5)46(65)56-39(24-30(8)9)50(69)70-33/h27-39,43H,13-26H2,1-12H3,(H,51,58)(H,52,63)(H,53,66)(H,54,64)(H,55,68)(H,56,65)(H,57,67)(H,59,60)(H,61,62)/t32?,33-,34+,35+,36-,37-,38+,39+,43+/m1/s1

Calculated Properties

ALogP:

3.872 lipophilicity

TPSA:

304.60 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.8000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007119

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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