SCS-C005890

azonazine

Pathway: Amino acids and Peptides Superclass: Small peptides Class: Dipeptides

Chemical Structure

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Download: SDF SMILES

Source Information

Aspergillus sp. SCSGAF 0076 (OY10607) (coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species NA

Offshore Hainan Island · 18°11′N, 109°25′E

DOI: 10.1177/1934578x1300800825 · Natural Product Communications

Drug-likeness (Lipinski Ro5)

Molecular Weight

403.4 Da

Threshold ≤ 500

ALogP

1.33

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H21N3O4

Molecular Weight:

403.4380 Da

SMILES:

CC(=O)N1c2ccccc2[C@]23C[C@H]4NC(=O)C(Cc5ccc(c2c5)O[C@H]13)N(C)C4=O

InChIKey:

                        IEKSZPYWHAWVMB-ZABGPYLOSA-N
                        
                    

InChI:

InChI=1S/C23H21N3O4/c1-12(27)26-17-6-4-3-5-14(17)23-11-16-21(29)25(2)18(20(28)24-16)10-13-7-8-19(15(23)9-13)30-22(23)26/h3-9,16,18,22H,10-11H2,1-2H3,(H,24,28)/t16-,18?,22+,23-/m1/s1

Calculated Properties

ALogP:

1.329 lipophilicity

TPSA:

78.95 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (2 aromatic)

Chiral Centers:

Fsp³:

0.3478 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005890

NPClassifier Pathway:

Amino acids and Peptides

NPClassifier Superclass:

Small peptides

NPClassifier Class:

Dipeptides

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
Antiviral	IC50	Compound 6 produced	Compound 6 produced IC50 values of 36.0 and 12.0 μM, respectively, while 7 had no activity.	10.1177/1934578x1300800825 Natural Product Communications

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