SCS-C001200

acremopeptaibol A

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

Chemical Structure

Loading 3D structure...

3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

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

1654.9 Da

Threshold ≤ 500

ALogP

-3.83

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:

C79H119N19O20

Molecular Weight:

1654.9000 Da

SMILES:

CC[C@](C)(NC(=O)[C@H](CCC(N)=O)NC(=O)C(C)(C)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(C)=O)C(=O)NCC(=O)NC(C)(C)C(=O)N[C@@H](C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NCC(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@](C)(CC)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:

                        UQRQZXJPNMWTAD-XXOZHDNQSA-N
                        
                    

InChI:

InChI=1S/C79H119N19O20/c1-17-78(15,94-62(108)52(31-33-57(81)103)89-68(114)75(9,10)92-63(109)53(86-44(4)100)36-46-38-82-50-28-23-22-27-49(46)50)70(116)84-40-59(105)90-74(7,8)67(113)85-43(3)60(106)91-76(11,12)69(115)96-73(5,6)66(112)83-39-58(104)88-51(30-32-56(80)102)61(107)95-79(16,18-2)72(118)98-41-48(101)37-55(98)65(111)93-77(13,14)71(117)97-34-24-29-54(97)64(110)87-47(42-99)35-45-25-20-19-21-26-45/h19-23,25-28,38,43,47-48,51-55,82,99,101H,17-18,24,29-37,39-42H2,1-16H3,(H2,80,102)(H2,81,103)(H,83,112)(H,84,116)(H,85,113)(H,86,100)(H,87,110)(H,88,104)(H,89,114)(H,90,105)(H,91,106)(H,92,109)(H,93,111)(H,94,108)(H,95,107)(H,96,115)/t43-,47-,48-,51-,52-,53-,54-,55+,78-,79-/m0/s1

Calculated Properties

ALogP:

-3.831 lipophilicity

TPSA:

590.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (3 aromatic)

Chiral Centers:

Fsp³:

0.5949 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001200

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

Back to Compounds