SCS-C002814

neosartoryadin B

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

Chemical Structure

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Source Information

Neosartorya udagawae (NA)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Neosartorya Species Neosartorya udagawae

Hainan Island

DOI: 10.1021/acs.orglett.5b02964 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

502.5 Da

Threshold ≤ 500

ALogP

2.32

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C27H26N4O6

Molecular Weight:

502.5270 Da

SMILES:

CC1(C)C(=O)N2c3ccccc3[C@@]3(C[C@H]4n5c(nc6ccccc6c5=O)C(=O)C(C)(C)[C@@]4(O)O3)[C@@H]2N1O

InChIKey:

                        CXXVVFPRXIOKFZ-DLAYMKIGSA-N
                        
                    

InChI:

InChI=1S/C27H26N4O6/c1-24(2)19(32)20-28-16-11-7-5-9-14(16)21(33)30(20)18-13-26(37-27(18,24)35)15-10-6-8-12-17(15)29-22(26)31(36)25(3,4)23(29)34/h5-12,18,22,35-36H,13H2,1-4H3/t18-,22+,26+,27+/m1/s1

Calculated Properties

ALogP:

2.321 lipophilicity

TPSA:

125.20 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (3 aromatic)

Chiral Centers:

Fsp³:

0.4074 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002814

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Anthranilic acid alkaloids

NPClassifier Class:

Quinazoline alkaloids

Glycoside:

Yes

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD27680

Biological Activity Data

No bioactivity data available for this compound.

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