SCS-C008272

reniochalistatin B

Pathway: Amino acids and Peptides Superclass: Oligopeptides Class: Cyclic peptides

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

Reniochalina stalagmitis (NA)

Original source name: Reniochalina stalagmitis Lendenfeld

Kingdom Metazoa Phylum Porifera Class Demospongiae Order NA Family NA Genus NA Species NA

South China Sea

DOI: 10.1021/np5006778 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

844.1 Da

Threshold ≤ 500

ALogP

2.74

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, HBD) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C46H65N7O8

Molecular Weight:

844.0670 Da

SMILES:

CC[C@H](C)[C@@H]1NC(=O)[C@@H]2CCCN2C(=O)[C@H](CC(C)C)NC(=O)[C@@H]2CCCN2C(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@H](Cc2ccccc2)NC1=O

InChIKey:

                        CDTHMULYPSEFAZ-ZAMDTIOZSA-N
                        
                    

InChI:

InChI=1S/C46H65N7O8/c1-7-29(6)39-44(59)48-34(25-30-13-9-8-10-14-30)40(55)47-33(26-31-17-19-32(54)20-18-31)41(56)49-35(23-27(2)3)45(60)52-21-11-15-37(52)42(57)50-36(24-28(4)5)46(61)53-22-12-16-38(53)43(58)51-39/h8-10,13-14,17-20,27-29,33-39,54H,7,11-12,15-16,21-26H2,1-6H3,(H,47,55)(H,48,59)(H,49,56)(H,50,57)(H,51,58)/t29-,33-,34-,35-,36-,37-,38-,39-/m0/s1

Calculated Properties

ALogP:

2.735 lipophilicity

TPSA:

206.35 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.5870 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008272

NPClassifier Pathway:

Amino acids and Peptides

NPClassifier Superclass:

Oligopeptides

NPClassifier Class:

Cyclic peptides

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	—	HeLa tumor cell lines	the four heptapeptides (1–4) showed no cytotoxicity against the tested cell lines.	10.1021/np5006778 Journal of Natural Products

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