SCS-C007034

somamycin B

Pathway: Amino acids and Peptides | Polyketides Superclass: Macrolides Class: Macrocyclic tetramic acids

Chemical Structure

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Source Information

Streptomyces somaliensis (NA)

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

South China Sea · 3536 m

DOI: 10.1016/j.bioorg.2020.103954 · Bioorganic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

526.6 Da

Threshold ≤ 500

ALogP

1.50

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H38N2O7

Molecular Weight:

526.6300 Da

SMILES:

CC[C@@H]1C[C@@H]2C[C@@H]3[C@H]4C/C=C\C(=O)NCC[C@H](O)[C@H]5NC(=O)C(=C5O)C(=O)/C=C/[C@@H]4CC(=O)[C@H]3[C@]2(O)[C@H]1C

InChIKey:

                        JMEMZCKCWHZMDM-QWHRURQISA-N
                        
                    

InChI:

InChI=1S/C29H38N2O7/c1-3-15-11-17-13-19-18-5-4-6-23(35)30-10-9-21(33)26-27(36)24(28(37)31-26)20(32)8-7-16(18)12-22(34)25(19)29(17,38)14(15)2/h4,6-8,14-19,21,25-26,33,36,38H,3,5,9-13H2,1-2H3,(H,30,35)(H,31,37)/b6-4-,8-7+/t14-,15+,16+,17+,18-,19+,21-,25-,26+,29-/m0/s1

Calculated Properties

ALogP:

1.504 lipophilicity

TPSA:

153.03 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.6552 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007034

NPClassifier Pathway:

Amino acids and Peptides Polyketides

NPClassifier Superclass:

Macrolides

NPClassifier Class:

Macrocyclic tetramic acids

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
Antifungal	MIC	Fusarium oxysporum MHKW, Alternaria brassicae BCHB	>= 50.0 μg/mL	10.1016/j.bioorg.2020.103954 Bioorganic Chemistry
Antitumor	IC50	HCT116, K562 human cancer cell lines	— Structured numeric value is not available in this record; see the primary reference.	10.1016/j.bioorg.2020.103954 Bioorganic Chemistry

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