SCS-C005029

versiquinazoline H

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

444.5 Da

Threshold ≤ 500

ALogP

2.16

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H24N4O4

Molecular Weight:

444.4910 Da

SMILES:

CC[C@H](C)[C@@H]1C(=O)N2c3ccccc3[C@@]3(O)C[C@H](n4cnc5ccccc5c4=O)C(=O)N1[C@@H]23

InChIKey:

                        UUHMOOKGLMRCGV-UEHCWCPDSA-N
                        
                    

InChI:

InChI=1S/C25H24N4O4/c1-3-14(2)20-23(32)28-18-11-7-5-9-16(18)25(33)12-19(22(31)29(20)24(25)28)27-13-26-17-10-6-4-8-15(17)21(27)30/h4-11,13-14,19-20,24,33H,3,12H2,1-2H3/t14-,19-,20+,24+,25-/m0/s1

Calculated Properties

ALogP:

2.159 lipophilicity

TPSA:

95.74 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (3 aromatic)

Chiral Centers:

Fsp³:

0.3600 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005029

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: CMNPD27349

Biological Activity Data

No bioactivity data available for this compound.

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