SCS-C001201

acremopeptaibol B

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

1640.9 Da

Threshold ≤ 500

ALogP

-4.22

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:

C78H117N19O20

Molecular Weight:

1640.9000 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)(C)NC(=O)CNC(=O)C(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)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:

                        MMWZQBJJNUIUDT-DNAVSCSUSA-N
                        
                    

InChI:

InChI=1S/C78H117N19O20/c1-17-78(16,71(117)97-40-47(100)36-54(97)64(110)93-77(14,15)70(116)96-33-23-28-53(96)63(109)86-46(41-98)34-44-24-19-18-20-25-44)94-61(107)50(29-31-55(79)101)87-57(103)38-82-66(112)73(6,7)95-69(115)76(12,13)90-59(105)42(2)84-67(113)74(8,9)89-58(104)39-83-65(111)72(4,5)91-60(106)51(30-32-56(80)102)88-68(114)75(10,11)92-62(108)52(85-43(3)99)35-45-37-81-49-27-22-21-26-48(45)49/h18-22,24-27,37,42,46-47,50-54,81,98,100H,17,23,28-36,38-41H2,1-16H3,(H2,79,101)(H2,80,102)(H,82,112)(H,83,111)(H,84,113)(H,85,99)(H,86,109)(H,87,103)(H,88,114)(H,89,104)(H,90,105)(H,91,106)(H,92,108)(H,93,110)(H,94,107)(H,95,115)/t42-,46-,47-,50-,51-,52-,53-,54+,78?/m0/s1

Calculated Properties

ALogP:

-4.221 lipophilicity

TPSA:

590.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (3 aromatic)

Chiral Centers:

Fsp³:

0.5897 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001201

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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