Molecule

(-)-xylariamide A

AlkaPlorer ID: AK050541

Synonym: None

IUPAC Name: (2R)-3-(3-chloro-4-hydroxyphenyl)-2-[[(E)-4-methoxy-4-oxobut-2-enoyl]amino]propanoic acid

SMILES: COC(=O)/C=C/C(O)=N[C@H](CC1=CC=C(O)C(Cl)=C1)C(=O)O

InChI: InChI=1S/C14H14ClNO6/c1-22-13(19)5-4-12(18)16-10(14(20)21)7-8-2-3-11(17)9(15)6-8/h2-6,10,17H,7H2,1H3,(H,16,18)(H,20,21)/b5-4+/t10-/m1/s1

InChIKey: KCOKHEIACSQLBQ-ORAHPGNNSA-N

PubChem CID: 11290362

LOTUS: LTS0251970

SuperNatural Ⅲ: SN0181915-02

NPASS: NPC14741

{

NPAtlas: NPA003210

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Xylaria sp.	Xylaria	Xylariaceae	Xylariales	Sordariomycetes	Ascomycota	Fungi	Eukaryota

Molecule Weight: 327.72

TPSA？: 116.42

MolLogP？: 1.727

Number of H-Donors: 3

Number of H-Acceptors: 5

RingCount: 1

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Artemia salina	Artemia salina	Activity	0.0	%	10.1021/np050025h
Artemia salina	Artemia salina	Activity	71.0	%	10.1021/np050025h
Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast)	Carbonic anhydrase	Ki	1030.0	nM	10.1021/jm1013242
Cryptococcus neoformans var. grubii	Carbonic anhydrase 2	Ki	1150.0	nM	10.1021/jm1013242
Homo sapiens	Carbonic anhydrase I	Ki	239000.0	nM	10.1021/jm1013242
Homo sapiens	Carbonic anhydrase I	Kinact	239.0	uM	10.1016/j.bmc.2009.11.021
Homo sapiens	Carbonic anhydrase II	Ki	8300.0	nM	10.1021/jm1013242
Homo sapiens	Carbonic anhydrase II	Kinact	8.3	uM	10.1016/j.bmc.2009.11.021
Homo sapiens	Carbonic anhydrase VA	Kinact	95.0	nM	10.1016/j.bmc.2009.11.021
Homo sapiens	Carbonic anhydrase VB	Kinact	114.0	nM	10.1016/j.bmc.2009.11.021
Mycobacterium tuberculosis	PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE)	Ki	11300.0	nM	10.1021/jm1013242
Mycobacterium tuberculosis	Uncharacterized protein Rv1284/MT1322	Ki	840.0	nM	10.1021/jm1013242
None	Unchecked	Ratio Ki	0.7	None	10.1021/jm1013242
None	Unchecked	Ratio Ki	7.2	None	10.1021/jm1013242
None	Unchecked	Ratio Ki	8.1	None	10.1021/jm1013242
None	Unchecked	Ratio Ki	9.9	None	10.1021/jm1013242
None	Unchecked	Ratio Ki	21.2	None	10.1021/jm1013242
None	Unchecked	Ratio Ki	207.8	None	10.1021/jm1013242
None	Unchecked	Ratio Ki	232.0	None	10.1021/jm1013242
None	Unchecked	Ratio Ki	284.5	None	10.1021/jm1013242
None	Unchecked	Selectivity ratio	120.0	None	10.1016/j.bmc.2009.11.021