SCS-C008255

hymenamide J

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

Chemical Structure

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Source Information

Phakellia fusca (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Axinellida Family Axinellidae Genus Phakellia Species Phakellia fusca

South China Sea

DOI: 10.1021/np9008267 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

1099.3 Da

Threshold ≤ 500

ALogP

1.51

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C58H70N10O12

Molecular Weight:

1099.2560 Da

SMILES:

CC(C)[C@H]1NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@@H]2CCCN2C(=O)[C@H](Cc2ccc(O)cc2)NC1=O

InChIKey:

                        NUYRUQJOSVHMEN-KXYQUQMVSA-N
                        
                    

InChI:

InChI=1S/C58H70N10O12/c1-33(2)50-57(79)66-47(29-36-19-23-39(70)24-20-36)58(80)68-26-10-16-48(68)56(78)65-44(28-35-17-21-38(69)22-18-35)53(75)64-46(31-49(71)72)55(77)62-43(27-34-11-4-3-5-12-34)52(74)63-45(30-37-32-60-41-14-7-6-13-40(37)41)54(76)61-42(51(73)67-50)15-8-9-25-59/h3-7,11-14,17-24,32-33,42-48,50,60,69-70H,8-10,15-16,25-31,59H2,1-2H3,(H,61,76)(H,62,77)(H,63,74)(H,64,75)(H,65,78)(H,66,79)(H,67,73)(H,71,72)/t42-,43-,44-,45-,46-,47-,48-,50+/m0/s1

Calculated Properties

ALogP:

1.508 lipophilicity

TPSA:

343.58 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (5 aromatic)

Chiral Centers:

Fsp³:

0.3966 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008255

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

No bioactivity data available for this compound.

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