SCS-C002850

spirobrocazine C

Pathway: Alkaloids | Amino acids and Peptides

Chemical Structure

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Source Information

Penicillium brocae (NA)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species Penicillium brocae

Hainan Island

DOI: 10.1021/acs.orglett.6b02620 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

322.3 Da

Threshold ≤ 500

ALogP

1.31

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H14N2O4

Molecular Weight:

322.3200 Da

SMILES:

O=C1N[C@@]2(Cc3ccccc3O2)C(=O)N/C1=C\c1ccccc1O

InChIKey:

                        OMZTVPPJRIMQEW-YVJSUPCUSA-N
                        
                    

InChI:

InChI=1S/C18H14N2O4/c21-14-7-3-1-5-11(14)9-13-16(22)20-18(17(23)19-13)10-12-6-2-4-8-15(12)24-18/h1-9,21H,10H2,(H,19,23)(H,20,22)/b13-9-/t18-/m1/s1

Calculated Properties

ALogP:

1.310 lipophilicity

TPSA:

87.66 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.1111 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002850

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD27685

Biological Activity Data

No bioactivity data available for this compound.

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