SCS-C006477

zhaoshumycin A

Pathway: Amino acids and Peptides | Polyketides Superclass: Macrolides Class: Antimycins

Chemical Structure

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Source Information

Streptomyces sp. (bacterium)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species NA

South China Sea · 1 m

DOI: 10.3390/md19110624 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

1415.6 Da

Threshold ≤ 500

ALogP

8.81

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C76H94N4O22

Molecular Weight:

1415.5940 Da

SMILES:

CCC(C)C1OC(=O)C(C)(C)C(O)C(Cc2ccccc2)OC(=O)C(C(C)C)OC(=O)C(NC(=O)c2cccc(Nc3ccc(Nc4cccc(C(=O)N[C@@H]5C(=O)OC(C(C)C)C(=O)OC(Cc6ccccc6)[C@H](O)C(C)(C)C(=O)O[C@@H]([C@@H](C)CC)C(=O)OC5C)c4O)cc3)c2O)C(C)OC1=O

InChIKey:

                        ARGRJUIZSVJWAM-VPPKMNIJSA-N
                        
                    

InChI:

InChI=1S/C76H94N4O22/c1-15-41(7)61-71(91)95-43(9)55(67(87)99-59(39(3)4)69(89)97-53(37-45-25-19-17-20-26-45)63(83)75(11,12)73(93)101-61)79-65(85)49-29-23-31-51(57(49)81)77-47-33-35-48(36-34-47)78-52-32-24-30-50(58(52)82)66(86)80-56-44(10)96-72(92)62(42(8)16-2)102-74(94)76(13,14)64(84)54(38-46-27-21-18-22-28-46)98-70(90)60(40(5)6)100-68(56)88/h17-36,39-44,53-56,59-64,77-78,81-84H,15-16,37-38H2,1-14H3,(H,79,85)(H,80,86)/t41-,42?,43?,44?,53?,54?,55-,56?,59?,60?,61-,62?,63-,64?/m0/s1

Calculated Properties

ALogP:

8.807 lipophilicity

TPSA:

373.58 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (5 aromatic)

Chiral Centers:

Fsp³:

0.4737 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006477

NPClassifier Pathway:

Amino acids and Peptides Polyketides

NPClassifier Superclass:

Macrolides

NPClassifier Class:

Antimycins

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
Antitumor	inhibition rate	MCF7 human breast cancer cells (50 μM concentration)	— Structured numeric value is not available in this record; see the primary reference.	10.3390/md19110624 Marine Drugs

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