SCS-C008274

reniochalistatin D

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

846.0 Da

Threshold ≤ 500

ALogP

2.69

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C48H59N7O7

Molecular Weight:

846.0420 Da

SMILES:

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

InChIKey:

                        BRPSKRBZKPOURN-PSJCSDIRSA-N
                        
                    

InChI:

InChI=1S/C48H59N7O7/c1-3-31(2)41-45(59)51-37(30-34-20-11-6-12-21-34)47(61)55-27-15-24-40(55)48(62)54-26-14-23-39(54)44(58)50-36(29-33-18-9-5-10-19-33)46(60)53-25-13-22-38(53)43(57)49-35(42(56)52-41)28-32-16-7-4-8-17-32/h4-12,16-21,31,35-41H,3,13-15,22-30H2,1-2H3,(H,49,57)(H,50,58)(H,51,59)(H,52,56)/t31-,35+,36+,37+,38+,39+,40+,41+/m1/s1

Calculated Properties

ALogP:

2.686 lipophilicity

TPSA:

177.33 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (3 aromatic)

Chiral Centers:

Fsp³:

0.4792 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008274

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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