SCS-C006478

zhaoshumycin B

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

1401.6 Da

Threshold ≤ 500

ALogP

8.42

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:

C75H92N4O22

Molecular Weight:

1401.5670 Da

SMILES:

CC[C@H](C)[C@@H]1OC(=O)C(C)(C)[C@@H](O)C(Cc2ccccc2)OC(=O)C(C(C)C)OC(=O)[C@@H](NC(=O)c2cccc(Nc3ccc(Nc4cccc(C(=O)NC5C(=O)OC(C(C)C)C(=O)OC(Cc6ccccc6)C(O)C(C)(C)C(=O)OC(C(C)C)C(=O)OC5C)c4O)cc3)c2O)C(C)OC1=O

InChIKey:

                        JCMODYWNUYLECG-WIKSATGYSA-N
                        
                    

InChI:

InChI=1S/C75H92N4O22/c1-15-41(8)61-71(91)95-43(10)55(67(87)99-59(39(4)5)70(90)97-53(37-45-26-20-17-21-27-45)63(83)75(13,14)73(93)101-61)79-65(85)49-29-23-31-51(57(49)81)77-47-34-32-46(33-35-47)76-50-30-22-28-48(56(50)80)64(84)78-54-42(9)94-68(88)60(40(6)7)100-72(92)74(11,12)62(82)52(36-44-24-18-16-19-25-44)96-69(89)58(38(2)3)98-66(54)86/h16-35,38-43,52-55,58-63,76-77,80-83H,15,36-37H2,1-14H3,(H,78,84)(H,79,85)/t41-,42?,43?,52?,53?,54?,55-,58?,59?,60?,61-,62?,63-/m0/s1

Calculated Properties

ALogP:

8.417 lipophilicity

TPSA:

373.58 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (5 aromatic)

Chiral Centers:

Fsp³:

0.4667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006478

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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