SCS-C000168

wenchangamide A

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

1211.6 Da

Threshold ≤ 500

ALogP

3.39

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:

C64H106N8O14

Molecular Weight:

1211.6000 Da

SMILES:

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

InChIKey:

                        IPVHWJLBRMLVOH-LHDNBOHZSA-N
                        
                    

InChI:

InChI=1S/C64H106N8O14/c1-14-19-47(75)30-41(7)31-48(76)32-42(8)33-49(77)36-57(79)67-51(28-39(3)4)63(84)72(12)58(43(9)15-2)61(82)69-53(38-74)59(80)68-52(29-40(5)6)62(83)71(11)55(35-44-20-17-16-18-21-44)64(85)70(10)54(26-27-56(65)78)60(81)66-46(37-73)34-45-22-24-50(86-13)25-23-45/h16-18,20-25,39-43,46-49,51-55,58,73-77H,14-15,19,26-38H2,1-13H3,(H2,65,78)(H,66,81)(H,67,79)(H,68,80)(H,69,82)/t41?,42?,43-,46-,47?,48?,49?,51-,52+,53+,54-,55-,58+/m0/s1

Calculated Properties

ALogP:

3.394 lipophilicity

TPSA:

330.80 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.6875 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000168

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	IC50	HCT116 human colon cancer cells	38.0 μM	10.3390/md19070397 Marine Drugs

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