SCS-C004761

penipanoid B

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

Chemical Structure

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Source Information

Penicillium paneum (NA)

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

South China Sea

DOI: 10.1021/np200037z · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

279.3 Da

Threshold ≤ 500

ALogP

2.05

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H13N3O2

Molecular Weight:

279.2990 Da

SMILES:

O=C1N[C@H]2[C@H](c3ccc(O)cc3)N=CN2c2ccccc21

InChIKey:

                        SCCCIBBXTCKOTC-LSDHHAIUSA-N
                        
                    

InChI:

InChI=1S/C16H13N3O2/c20-11-7-5-10(6-8-11)14-15-18-16(21)12-3-1-2-4-13(12)19(15)9-17-14/h1-9,14-15,20H,(H,18,21)/t14-,15+/m0/s1

Calculated Properties

ALogP:

2.051 lipophilicity

TPSA:

64.93 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.1250 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004761

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Anthranilic acid alkaloids

NPClassifier Class:

Benzodiazepine alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD20915

Biological Activity Data

No bioactivity data available for this compound.

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