SCS-C004627

versiquinazoline F

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

Chemical Structure

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Download: SDF SMILES

Source Information

Aspergillus versicolor (coral-associated fungus)

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

South China Sea

DOI: 10.1021/acs.jnatprod.6b00801 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

455.5 Da

Threshold ≤ 500

ALogP

1.36

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H21N5O4

Molecular Weight:

455.4740 Da

SMILES:

O=C1NCc2nc3ccccc3c(=O)n2[C@H]1C[C@@]12OCN3[C@@H]1N(C(=O)C31CC1)c1ccccc12

InChIKey:

                        PJFYDXKXWJTWNE-FKRCVWNDSA-N
                        
                    

InChI:

InChI=1S/C25H21N5O4/c31-20-18(29-19(12-26-20)27-16-7-3-1-5-14(16)21(29)32)11-25-15-6-2-4-8-17(15)30-22(25)28(13-34-25)24(9-10-24)23(30)33/h1-8,18,22H,9-13H2,(H,26,31)/t18-,22+,25-/m0/s1

Calculated Properties

ALogP:

1.362 lipophilicity

TPSA:

96.77 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

8 (3 aromatic)

Chiral Centers:

Fsp³:

0.3600 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004627

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Anthranilic acid alkaloids

NPClassifier Class:

Quinazoline alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD27347

Biological Activity Data

No bioactivity data available for this compound.

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