Molecule

Arcyriaflavin A

AlkaPlorer ID: AK036325

Synonym: 12,13-Dihydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione

IUPAC Name: 3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4,6,8,10,15,17,19,21-nonaene-12,14-dione

Structure

SMILES: O=C1N=C(O)C2=C1C1=C(NC3=CC=CC=C31)C1=C2C2=CC=CC=C2N1

InChI: InChI=1S/C20H11N3O2/c24-19-15-13-9-5-1-3-7-11(9)21-17(13)18-14(16(15)20(25)23-19)10-6-2-4-8-12(10)22-18/h1-8,21-22H,(H,23,24,25)

InChIKey: KAJXOWFGKYKMMZ-UHFFFAOYSA-N

Reference

Isolation and synthesis of 3,4-bis(indol-3-yl)pyrrole-2,5-dicarboxylic acid derivatives from the slime mould Lycogala epidendrum

PubChem CID: 5327723

CAS: 118458-54-1

LOTUS: LTS0218024

NPASS: NPC31700

COCONUT: CNP0296457

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Nocardiopsis sp.	Nocardiopsis	Nocardiopsaceae	Streptosporangiales	Actinomycetes	Actinomycetota	None	Bacteria
None	Eudistoma	Polycitoridae	Aplousobranchia	Ascidiacea	Chordata	Metazoa	Eukaryota
Lycogala epidendrum	Lycogala	Enteridiidae	Liceales	Eumycetozoa	Evosea	None	Eukaryota
None	Eudistoma	Polycitoridae	Aplousobranchia	Ascidiacea	Chordata	Metazoa	Eukaryota
Lycogala epidendrum	Lycogala	Enteridiidae	Liceales	Eumycetozoa	Evosea	None	Eukaryota

Properties Information

Molecule Weight: 325.327

TPSA？: 81.23999999999998

MolLogP？: 4.414000000000002

Number of H-Donors: 3

Number of H-Acceptors: 1

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bacillus cereus	Bacillus cereus	MIC	50.0	ug.mL-1	10.1021/jm9603779
Chlorocebus sabaeus	Vero	CCID50	125.0	uM	10.1016/s0960-894x(01)00352-3
Homo sapiens	CaM kinase II	IC50	25.0	nM	10.1016/s0960-894x(03)00791-1
Homo sapiens	CaM kinase II	IC50	125.0	nM	10.1021/jm0256169
Homo sapiens	cAMP-dependent protein kinase (PKA)	IC50	2000.0	nM	10.1016/s0960-894x(03)00791-1
Homo sapiens	cAMP-dependent protein kinase (PKA)	IC50	2000.0	nM	10.1016/s0960-894x(03)00792-3
Homo sapiens	cAMP-dependent protein kinase (PKA)	IC50	2000.0	nM	10.1021/jm0256169
Homo sapiens	cAMP-dependent protein kinase (PKA)	IC50	60000.0	nM	10.1016/S0960-894X(00)80167-5
Homo sapiens	cAMP-dependent protein kinase (PKA)	IC50	nan	nM	10.1016/s0960-894x(03)00461-x
Homo sapiens	CDK2/Cyclin A2	IC50	135.0	nM	10.1021/acs.jmedchem.8b00049
Homo sapiens	CDK7/Cyclin H/MNAT1	IC50	20000.0	nM	10.1021/acs.jmedchem.8b00049
Homo sapiens	CDK9/cyclin T1	IC50	20000.0	nM	10.1021/acs.jmedchem.8b00049
Homo sapiens	Cyclin-dependent kinase 1/cyclin B	IC50	1100.0	nM	10.1021/jm0256169
Homo sapiens	Cyclin-dependent kinase 1/cyclin B	IC50	1130.0	nM	10.1016/s0960-894x(03)00791-1
Homo sapiens	Cyclin-dependent kinase 1/cyclin B1	IC50	964.0	nM	10.1021/acs.jmedchem.8b00049
Homo sapiens	Cyclin-dependent kinase 2/cyclin E	IC50	530.0	nM	10.1021/jm0256169
Homo sapiens	Cyclin-dependent kinase 2/cyclin E	IC50	897.0	nM	10.1016/s0960-894x(03)00461-x
Homo sapiens	Cyclin-dependent kinase 2/cyclin E	IC50	900.0	nM	10.1016/s0960-894x(03)00791-1
Homo sapiens	Cyclin-dependent kinase 2/cyclin E	IC50	900.0	nM	10.1016/s0960-894x(03)00792-3
Homo sapiens	Cyclin-dependent kinase 2/cyclin E1	IC50	534.0	nM	10.1021/acs.jmedchem.8b00049
Homo sapiens	Cyclin-dependent kinase 4/cyclin D1	IC50	140.0	nM	10.1016/s0960-894x(03)00461-x
Homo sapiens	Cyclin-dependent kinase 4/cyclin D1	IC50	140.0	nM	10.1016/s0960-894x(03)00791-1
Homo sapiens	Cyclin-dependent kinase 4/cyclin D1	IC50	140.0	nM	10.1016/s0960-894x(03)00792-3
Homo sapiens	Cyclin-dependent kinase 4/cyclin D1	IC50	160.0	nM	10.1021/jm0256169
Homo sapiens	Cyclin-dependent kinase 4/cyclin D1	IC50	163.0	nM	10.1016/s0960-894x(03)00461-x
Homo sapiens	Cyclin-dependent kinase 4/cyclin D1	IC50	199.0	nM	10.1021/acs.jmedchem.8b00049
Homo sapiens	Cyclin-dependent kinase 5/CDK5 activator 1	IC50	936.0	nM	10.1021/acs.jmedchem.8b00049
Homo sapiens	DNA polymerase kappa	Potency	31622.8	nM	None
Homo sapiens	DNA topoisomerase I	MIC	10.0	ug.mL-1	10.1021/jm9603779
Homo sapiens	DNA topoisomerase II beta	MIC	10.0	ug.mL-1	10.1021/jm9603779
Homo sapiens	Epidermal growth factor receptor erbB1	IC50	100000.0	nM	10.1021/jm00033a019
Homo sapiens	Glycogen synthase kinase-3 beta	NA	nan	None	10.1021/jm0256169
Homo sapiens	HCT-116	Activity	60.0	%	10.1021/acs.jmedchem.8b00049
Homo sapiens	HCT-116	Activity	nan	None	10.1021/acs.jmedchem.8b00049
Homo sapiens	HCT-116	Cell cycle	nan	None	10.1016/s0960-894x(03)00792-3
Homo sapiens	HCT-116	IC50	850.0	nM	10.1016/s0960-894x(03)00461-x
Homo sapiens	HCT-116	IC50	850.0	nM	10.1016/s0960-894x(03)00791-1
Homo sapiens	HCT-116	IC50	850.0	nM	10.1016/s0960-894x(03)00792-3
Homo sapiens	HCT-116	IC50	850.0	nM	10.1021/jm0256169
Homo sapiens	Histone deacetylase 6	Inhibition	-1.57	%	10.6019/CHEMBL4808148
Homo sapiens	Histone deacetylase 6	Inhibition	8.38	%	10.6019/CHEMBL4808148
Homo sapiens	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Potency	25118.9	nM	None
Homo sapiens	Menin/Histone-lysine N-methyltransferase MLL	Potency	14125.4	nM	None
Homo sapiens	Menin/Histone-lysine N-methyltransferase MLL	Potency	39810.7	nM	None
Homo sapiens	Microtubule-associated protein tau	Potency	5623.4	nM	None
Homo sapiens	Microtubule-associated protein tau	Potency	14125.4	nM	None
Homo sapiens	NCI-H460	Cell cycle	nan	None	10.1016/s0960-894x(03)00792-3
Homo sapiens	NCI-H460	IC50	590.0	nM	10.1016/s0960-894x(03)00461-x
Homo sapiens	NCI-H460	IC50	590.0	nM	10.1016/s0960-894x(03)00791-1
Homo sapiens	NCI-H460	IC50	590.0	nM	10.1016/s0960-894x(03)00792-3
Homo sapiens	NCI-H460	IC50	590.0	nM	10.1021/jm0256169
Homo sapiens	Protein kinase C alpha	IC50	44700.0	nM	10.1021/jm9603779
Homo sapiens	Protein kinase C delta	Inhibition	nan	%	10.1021/jm201265f
Homo sapiens	Protein kinase C epsilon	Inhibition	nan	%	10.1021/jm201265f
Homo sapiens	Protein kinase C gamma	Inhibition	nan	%	10.1021/jm201265f
Homo sapiens	Protein kinase C (PKC)	IC50	310.0	nM	10.1021/jm00033a019
Homo sapiens	Protein kinase C (PKC)	IC50	550.0	nM	10.1016/0960-894X(94)80024-3
Homo sapiens	Protein kinase C (PKC)	IC50	44700.0	nM	10.1016/S0960-894X(00)80167-5
Homo sapiens	Protein kinase C (PKC)	IC50	100000.0	nM	10.1016/s0960-894x(03)00791-1
Homo sapiens	Protein kinase C (PKC)	Inhibition	50.0	%	10.1016/s0960-894x(01)00352-3
Homo sapiens	Protein kinase C theta	IC50	2500.0	nM	10.1021/acs.jmedchem.0c01271
Homo sapiens	Protein kinase C theta	Inhibition	50.0	%	10.1021/acs.jmedchem.0c01271
Homo sapiens	Serine/threonine-protein kinase AKT	Inhibition	nan	%	10.1021/jm201265f
Homo sapiens	Serine/threonine-protein kinase AKT2	Inhibition	nan	%	10.1021/jm201265f
Homo sapiens	Serine/threonine-protein kinase AKT3	Inhibition	nan	%	10.1021/jm201265f
Human betaherpesvirus 5	Human betaherpesvirus 5	IC50	200.0	nM	10.1016/s0960-894x(01)00352-3
Mus musculus	B16	IC50	100000.0	nM	10.1021/jm9603779
Mus musculus	P388	IC50	4000.0	nM	10.1021/jm9603779
Oryctolagus cuniculus	cAMP-dependent protein kinase alpha-catalytic subunit	IC50	10000.0	nM	10.1021/jm00033a019
Severe acute respiratory syndrome coronavirus 2	Replicase polyprotein 1ab	Inhibition	5.41	%	10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	-10.24	%	10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	5.3	%	10.6019/CHEMBL4495565
Trypanosoma cruzi	Cruzipain	Potency	8912.5	nM	None
None	Unchecked	IC50	60000.0	nM	10.1021/jm9603779
None	Unchecked	Potency	7943.3	nM	None
None	Unchecked	Potency	19952.6	nM	None