SCS-C007110

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

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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

1008.3 Da

Threshold ≤ 500

ALogP

4.41

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:

C51H89N7O13

Molecular Weight:

1008.3090 Da

SMILES:

CC(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(=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:

                        RMLUUJZITVIKKW-KKFDSWOVSA-N
                        
                    

InChI:

InChI=1S/C51H89N7O13/c1-29(2)19-17-15-13-12-14-16-18-20-35-27-42(59)53-36(21-22-43(60)61)46(65)55-38(24-31(5)6)48(67)56-37(23-30(3)4)47(66)52-34(11)45(64)54-40(28-44(62)63)50(69)57-39(25-32(7)8)49(68)58-41(26-33(9)10)51(70)71-35/h29-41H,12-28H2,1-11H3,(H,52,66)(H,53,59)(H,54,64)(H,55,65)(H,56,67)(H,57,69)(H,58,68)(H,60,61)(H,62,63)/t34-,35+,36-,37+,38-,39+,40-,41-/m0/s1

Calculated Properties

ALogP:

4.406 lipophilicity

TPSA:

304.60 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.8039 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007110

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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