SCS-C001204

acremopeptaibol E

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

Chemical Structure

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Source Information

Acremonium sp. IMB18-086 (sponge-associated fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Hypocreales Family Bionectriaceae Genus Acremonium Species NA

Beibu Gulf

DOI: 10.1021/acs.jnatprod.1c00834 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

1668.9 Da

Threshold ≤ 500

ALogP

-3.44

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:

C80H121N19O20

Molecular Weight:

1668.9000 Da

SMILES:

CCC(C)(NC(=O)[C@H](CCC(N)=O)NC(=O)CNC(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)[C@H](C)NC(=O)[C@](C)(CC)NC(=O)CNC(=O)[C@](C)(CC)NC(=O)[C@H](CCC(N)=O)NC(=O)C(C)(C)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(C)=O)C(=O)N1C[C@@H](O)C[C@@H]1C(=O)NC(C)(C)C(=O)N1CCC[C@H]1C(=O)N[C@H](CO)Cc1ccccc1

InChIKey:

                        WNUHVIMHTAMWKG-ANGOHUMBSA-N
                        
                    

InChI:

InChI=1S/C80H121N19O20/c1-17-78(14,95-63(109)53(32-34-58(82)104)90-68(114)75(8,9)93-64(110)54(87-45(5)101)37-47-39-83-51-29-24-23-28-50(47)51)70(116)85-41-60(106)91-79(15,18-2)71(117)86-44(4)61(107)92-76(10,11)69(115)97-74(6,7)67(113)84-40-59(105)89-52(31-33-57(81)103)62(108)96-80(16,19-3)73(119)99-42-49(102)38-56(99)66(112)94-77(12,13)72(118)98-35-25-30-55(98)65(111)88-48(43-100)36-46-26-21-20-22-27-46/h20-24,26-29,39,44,48-49,52-56,83,100,102H,17-19,25,30-38,40-43H2,1-16H3,(H2,81,103)(H2,82,104)(H,84,113)(H,85,116)(H,86,117)(H,87,101)(H,88,111)(H,89,105)(H,90,114)(H,91,106)(H,92,107)(H,93,110)(H,94,112)(H,95,109)(H,96,108)(H,97,115)/t44-,48-,49-,52-,53-,54-,55-,56+,78-,79-,80?/m0/s1

Calculated Properties

ALogP:

-3.441 lipophilicity

TPSA:

590.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (3 aromatic)

Chiral Centers:

Fsp³:

0.6000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001204

NPClassifier Pathway:

Amino acids and Peptides

NPClassifier Superclass:

Oligopeptides

NPClassifier Class:

Linear 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
Antibacterial	MIC	methicillin-resistant Staphylococcus aureus, Bacillus subtilis, Candida albicans	16.0–64.0 μg/mL	10.1021/acs.jnatprod.1c00834 Journal of Natural Products

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