SCS-C007112

3-((3R,6S,9R,12R,15S,18R,21R,25R)-9-(2-methoxy-2-oxoethyl)-6,15,18-tris(2-methylpropyl)-25-(9-methylundecyl)-2,5,8,11,14,17,20,23-octaoxo-3,12-bis(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-((3R,6S,9R,12R,15S,18R,21R,25R)-9-(2-methoxy-2-oxoethyl)-6,15,18-tris(2-methylpropyl)-25-(9-methylundecyl)-2,5,8,11,14,17,20,23-octaoxo-3,12-bis(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

1036.4 Da

Threshold ≤ 500

ALogP

4.74

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:

C53H93N7O13

Molecular Weight:

1036.3630 Da

SMILES:

CCC(C)CCCCCCCC[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)OC)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(C)C)C(=O)O1

InChIKey:

                        SSRRZZRKOSTRFO-APWSSWTPSA-N
                        
                    

InChI:

InChI=1S/C53H93N7O13/c1-14-35(12)21-19-17-15-16-18-20-22-36-28-42(61)54-37(23-24-43(62)63)47(65)55-38(25-30(2)3)48(66)56-39(26-31(4)5)50(68)59-45(33(8)9)52(70)58-41(29-44(64)72-13)49(67)57-40(27-32(6)7)51(69)60-46(34(10)11)53(71)73-36/h30-41,45-46H,14-29H2,1-13H3,(H,54,61)(H,55,65)(H,56,66)(H,57,67)(H,58,70)(H,59,68)(H,60,69)(H,62,63)/t35?,36-,37-,38-,39+,40+,41-,45-,46-/m1/s1

Calculated Properties

ALogP:

4.741 lipophilicity

TPSA:

293.60 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.8113 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007112

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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