SCS-C004783

versiquinazoline D

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

Chemical Structure

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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

431.5 Da

Threshold ≤ 500

ALogP

0.51

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H21N5O4

Molecular Weight:

431.4520 Da

SMILES:

C[C@@H]1N[C@@H]2N(C1=O)c1ccccc1[C@@]2(O)C[C@H]1C(=O)NCc2nc3ccccc3c(=O)n21

InChIKey:

                        MTEROBSPCYFSHO-KBTNCMFCSA-N
                        
                    

InChI:

InChI=1S/C23H21N5O4/c1-12-20(30)28-16-9-5-3-7-14(16)23(32,22(28)25-12)10-17-19(29)24-11-18-26-15-8-4-2-6-13(15)21(31)27(17)18/h2-9,12,17,22,25,32H,10-11H2,1H3,(H,24,29)/t12-,17-,22+,23-/m0/s1

Calculated Properties

ALogP:

0.510 lipophilicity

TPSA:

116.56 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (3 aromatic)

Chiral Centers:

Fsp³:

0.3043 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004783

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: CMNPD27345

Biological Activity Data

No bioactivity data available for this compound.

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