SCS-C008271

reniochalistatin A

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

Chemical Structure

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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

747.0 Da

Threshold ≤ 500

ALogP

0.08

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:

C37H62N8O8

Molecular Weight:

746.9510 Da

SMILES:

CC[C@H](C)[C@@H]1NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H]2CCCN2C(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H]2CCCN2C1=O

InChIKey:

                        VULVCYGXJYMPAZ-PXCFLYLPSA-N
                        
                    

InChI:

InChI=1S/C37H62N8O8/c1-9-22(8)30-37(53)45-15-11-13-27(45)34(50)39-23(16-19(2)3)31(47)41-25(17-20(4)5)36(52)44-14-10-12-26(44)33(49)40-24(18-28(38)46)32(48)42-29(21(6)7)35(51)43-30/h19-27,29-30H,9-18H2,1-8H3,(H2,38,46)(H,39,50)(H,40,49)(H,41,47)(H,42,48)(H,43,51)/t22-,23-,24-,25-,26-,27-,29-,30-/m0/s1

Calculated Properties

ALogP:

0.076 lipophilicity

TPSA:

229.21 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.7838 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008271

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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