SCS-C000169

wenchangamide B

Pathway: Amino acids and Peptides Superclass: Oligopeptides Class: Linear peptides | Lipopeptides

Chemical Structure

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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.

Download: SDF SMILES

Source Information

Neolyngbya sp. (NA)

Original source name: cf. Neolyngbya sp.

Kingdom Bacillati Phylum Cyanobacteriota Class Cyanophyceae Order Oscillatoriales Family Sirenicapillariaceae Genus Neolyngbya Species NA

Wenchang · 0~-2m · N19°31′43.9′′, E110°51′02.7′′

DOI: 10.3390/md19070397 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

1297.7 Da

Threshold ≤ 500

ALogP

4.17

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:

C69H116N8O15

Molecular Weight:

1297.7280 Da

SMILES:

CCCC(O)CC(C)CC(O)CC(C)CC(O)CC(C)CC(O)CC(=O)NC(CC(C)C)C(=O)N(C)C(C(=O)N[C@H](CO)C(=O)NC(CC(C)C)C(=O)N(C)C(Cc1ccccc1)C(=O)N(C)C(CCC(N)=O)C(=O)NC(CO)Cc1ccc(OC)cc1)C(C)CC

InChIKey:

                        LDGAQQSMPCMTGS-IFXSDEIJSA-N
                        
                    

InChI:

InChI=1S/C69H116N8O15/c1-15-20-51(80)31-44(7)32-52(81)33-45(8)34-53(82)35-46(9)36-54(83)39-62(85)72-56(29-42(3)4)68(90)77(13)63(47(10)16-2)66(88)74-58(41-79)64(86)73-57(30-43(5)6)67(89)76(12)60(38-48-21-18-17-19-22-48)69(91)75(11)59(27-28-61(70)84)65(87)71-50(40-78)37-49-23-25-55(92-14)26-24-49/h17-19,21-26,42-47,50-54,56-60,63,78-83H,15-16,20,27-41H2,1-14H3,(H2,70,84)(H,71,87)(H,72,85)(H,73,86)(H,74,88)/t44?,45?,46?,47?,50?,51?,52?,53?,54?,56?,57?,58-,59?,60?,63?/m1/s1

Calculated Properties

ALogP:

4.172 lipophilicity

TPSA:

351.03 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.7101 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000169

NPClassifier Pathway:

Amino acids and Peptides

NPClassifier Superclass:

Oligopeptides

NPClassifier Class:

Linear peptides Lipopeptides

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Antitumor	—	HCT116 human colon cancer cells	— Structured numeric value is not available in this record; see the primary reference.	10.3390/md19070397 Marine Drugs

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