SCS-C002956

N-Me-trichodermamide B

Pathway: Shikimates and Phenylpropanoids Superclass: Coumarins Class: Simple coumarins

Chemical Structure

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Source Information

Penicillium simplicissimum (NA)

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

Hainan Island

DOI: 10.1016/j.bmc.2017.10.044 · Bioorganic & Medicinal Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

464.9 Da

Threshold ≤ 500

ALogP

1.19

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H21ClN2O8

Molecular Weight:

464.8580 Da

SMILES:

COc1ccc2cc(N(C)C(=O)C3=NO[C@H]4[C@H](O)C=C[C@@H](Cl)[C@@]4(O)C3)c(=O)oc2c1OC

InChIKey:

                        CWKYOAJKOQIXNM-NYGSYELISA-N
                        
                    

InChI:

InChI=1S/C21H21ClN2O8/c1-24(12-8-10-4-6-14(29-2)17(30-3)16(10)31-20(12)27)19(26)11-9-21(28)15(22)7-5-13(25)18(21)32-23-11/h4-8,13,15,18,25,28H,9H2,1-3H3/t13-,15-,18+,21+/m1/s1

Calculated Properties

ALogP:

1.187 lipophilicity

TPSA:

131.03 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.3810 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002956

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Coumarins

NPClassifier Class:

Simple coumarins

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD29195

Biological Activity Data

No bioactivity data available for this compound.

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