SCS-C003175

stylissatin B

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

Chemical Structure

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Source Information

Stylissa massa (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Axinellida Family Axinellidae Genus Stylissa Species Stylissa massa

Hainan Island

DOI: 10.1016/j.tetlet.2016.08.024 · Tetrahedron Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

745.9 Da

Threshold ≤ 500

ALogP

-0.20

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C38H51N9O7

Molecular Weight:

745.8820 Da

SMILES:

CC(C)C[C@@H]1NC(=O)[C@@H]2CCCN2C(=O)[C@@H](Cc2cnc[nH]2)NC(=O)CNC(=O)[C@@H]2CCCN2C(=O)[C@@H]2CCCN2C(=O)[C@H](Cc2ccccc2)NC1=O

InChIKey:

                        OAWKAGCTWYBBNB-IFZIZQFBSA-N
                        
                    

InChI:

InChI=1S/C38H51N9O7/c1-23(2)17-26-33(49)44-27(18-24-9-4-3-5-10-24)36(52)47-16-8-13-31(47)38(54)46-15-6-11-29(46)34(50)40-21-32(48)42-28(19-25-20-39-22-41-25)37(53)45-14-7-12-30(45)35(51)43-26/h3-5,9-10,20,22-23,26-31H,6-8,11-19,21H2,1-2H3,(H,39,41)(H,40,50)(H,42,48)(H,43,51)(H,44,49)/t26-,27-,28+,29-,30-,31-/m0/s1

Calculated Properties

ALogP:

-0.202 lipophilicity

TPSA:

206.01 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (2 aromatic)

Chiral Centers:

Fsp³:

0.5789 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003175

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 CMNPD: CMNPD27929

Biological Activity Data

No bioactivity data available for this compound.

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