SCS-C008273

reniochalistatin C

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

878.1 Da

Threshold ≤ 500

ALogP

2.93

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:

C49H63N7O8

Molecular Weight:

878.0840 Da

SMILES:

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

InChIKey:

                        QRQYZIUFMOWTJV-LRHDSZKYSA-N
                        
                    

InChI:

InChI=1S/C49H63N7O8/c1-5-30(3)41-46(61)50-36(27-34-21-23-35(57)24-22-34)43(58)51-37(28-32-15-9-7-10-16-32)48(63)55-25-13-19-39(55)45(60)54-42(31(4)6-2)47(62)52-38(29-33-17-11-8-12-18-33)49(64)56-26-14-20-40(56)44(59)53-41/h7-12,15-18,21-24,30-31,36-42,57H,5-6,13-14,19-20,25-29H2,1-4H3,(H,50,61)(H,51,58)(H,52,62)(H,53,59)(H,54,60)/t30-,31-,36-,37-,38-,39-,40-,41-,42-/m0/s1

Calculated Properties

ALogP:

2.932 lipophilicity

TPSA:

206.35 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (3 aromatic)

Chiral Centers:

Fsp³:

0.4898 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008273

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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