SCS-C001203

acremopeptaibol D

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

1626.9 Da

Threshold ≤ 500

ALogP

-4.61

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:

C77H115N19O20

Molecular Weight:

1626.9000 Da

SMILES:

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

                        RPAUAGNXUHWVQH-KTXUVKQESA-N
                        
                    

InChI:

InChI=1S/C77H115N19O20/c1-41(83-66(112)73(7,8)88-57(103)38-82-64(110)71(3,4)90-60(106)50(29-31-55(79)101)87-67(113)74(9,10)91-61(107)51(84-42(2)98)34-44-36-80-48-26-21-20-25-47(44)48)58(104)89-75(11,12)68(114)94-72(5,6)65(111)81-37-56(102)86-49(28-30-54(78)100)59(105)92-77(15,16)70(116)96-39-46(99)35-53(96)63(109)93-76(13,14)69(115)95-32-22-27-52(95)62(108)85-45(40-97)33-43-23-18-17-19-24-43/h17-21,23-26,36,41,45-46,49-53,80,97,99H,22,27-35,37-40H2,1-16H3,(H2,78,100)(H2,79,101)(H,81,111)(H,82,110)(H,83,112)(H,84,98)(H,85,108)(H,86,102)(H,87,113)(H,88,103)(H,89,104)(H,90,106)(H,91,107)(H,92,105)(H,93,109)(H,94,114)/t41-,45-,46-,49-,50-,51-,52-,53+/m0/s1

Calculated Properties

ALogP:

-4.611 lipophilicity

TPSA:

590.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (3 aromatic)

Chiral Centers:

Fsp³:

0.5844 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001203

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

No bioactivity data available for this compound.

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