SCS-C004505

14-hydroxy-cyclopeptine

Pathway: Alkaloids Superclass: Anthranilic acid alkaloids Class: Benzodiazepine alkaloids

Chemical Structure

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Download: SDF SMILES

Source Information

Aspergillus sp. (coral-derived fungus)

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

South China Sea

DOI: 10.1080/14786419.2015.1033623 · Natural Product Research

Drug-likeness (Lipinski Ro5)

Molecular Weight

296.3 Da

Threshold ≤ 500

ALogP

2.03

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H16N2O3

Molecular Weight:

296.3260 Da

SMILES:

CN1C(=O)c2ccccc2NC(=O)[C@@H]1Cc1ccc(O)cc1

InChIKey:

                        SNAVUESMLHTSHM-HNNXBMFYSA-N
                        
                    

InChI:

InChI=1S/C17H16N2O3/c1-19-15(10-11-6-8-12(20)9-7-11)16(21)18-14-5-3-2-4-13(14)17(19)22/h2-9,15,20H,10H2,1H3,(H,18,21)/t15-/m0/s1

Calculated Properties

ALogP:

2.028 lipophilicity

TPSA:

69.64 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.1765 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004505

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Anthranilic acid alkaloids

NPClassifier Class:

Benzodiazepine alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD27363

Biological Activity Data

No bioactivity data available for this compound.

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