SCS-C007113

2-((3R,6S,9R,12R,15S,18R,21R,25R)-21-(3-methoxy-3-oxopropyl)-6,15,18-tris(2-methylpropyl)-25-(11-methyltridecyl)-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-9-yl)acetic acid

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

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Chemical Structure

Structure of 2-((3R,6S,9R,12R,15S,18R,21R,25R)-21-(3-methoxy-3-oxopropyl)-6,15,18-tris(2-methylpropyl)-25-(11-methyltridecyl)-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-9-yl)acetic 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

1064.4 Da

Threshold ≤ 500

ALogP

5.52

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:

C55H97N7O13

Molecular Weight:

1064.4170 Da

SMILES:

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

InChIKey:

                        YQWOUBYQLUUYLK-RDJBRXRMSA-N
                        
                    

InChI:

InChI=1S/C55H97N7O13/c1-14-37(12)23-21-19-17-15-16-18-20-22-24-38-30-44(63)56-39(25-26-46(66)74-13)49(67)57-40(27-32(2)3)50(68)58-41(28-33(4)5)52(70)61-47(35(8)9)54(72)60-43(31-45(64)65)51(69)59-42(29-34(6)7)53(71)62-48(36(10)11)55(73)75-38/h32-43,47-48H,14-31H2,1-13H3,(H,56,63)(H,57,67)(H,58,68)(H,59,69)(H,60,72)(H,61,70)(H,62,71)(H,64,65)/t37?,38-,39-,40-,41+,42+,43-,47-,48-/m1/s1

Calculated Properties

ALogP:

5.521 lipophilicity

TPSA:

293.60 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.8182 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007113

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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