Molecule

Quinomycin A

AlkaPlorer ID: AK312183

Synonym: Echinomycin, Actinoleukin, NSC 526417, X 948, X 53III, Antibiotic 1491, Antibiotic 59266, Antibiotic X 948, Antibiotic X 53III

IUPAC Name: N-[2,4,12,15,17,25-hexamethyl-27-methylsulfanyl-3,6,10,13,16,19,23,26-octaoxo-11,24-di(propan-2-yl)-20-(quinoxaline-2-carbonylamino)-9,22-dioxa-28-thia-2,5,12,15,18,25-hexazabicyclo[12.12.3]nonacosan-7-yl]quinoxaline-2-carboxamide

Structure

SMILES: CSC1SCC2C(=O)N(C)C(C(C)C)C(=O)OCC(N=C(O)C3=CN=C4C=CC=CC4=N3)C(O)=NC(C)C(=O)N(C)C1C(=O)N(C)C(C(C)C)C(=O)OCC(N=C(O)C1=CN=C3C=CC=CC3=N1)C(O)=NC(C)C(=O)N2C

InChI: InChI=1S/C51H64N12O12S2/c1-25(2)38-49(72)74-22-36(59-42(65)34-21-53-30-17-13-15-19-32(30)57-34)44(67)55-28(6)46(69)63(10)40-48(71)62(9)39(26(3)4)50(73)75-23-35(58-41(64)33-20-52-29-16-12-14-18-31(29)56-33)43(66)54-27(5)45(68)60(7)37(47(70)61(38)8)24-77-51(40)76-11/h12-21,25-28,35-40,51H,22-24H2,1-11H3,(H,54,66)(H,55,67)(H,58,64)(H,59,65)

InChIKey: AUJXLBOHYWTPFV-UHFFFAOYSA-N

Reference

Studies on antibiotic biosynthesis by protoplasts and resting cells of <i>Streptomyces echinatus</i>. Part II. Effect of chromophore precursors

PubChem CID: 3197

CAS: 512-64-1

LOTUS: LTS0205936

COCONUT: CNP0259945.6

{

NPAtlas: NPA020398

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
None	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria
Streptomyces echinatus	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria
Streptomyces sp. URI-F39	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria

Properties Information

Molecule Weight: 1101.2789999999995

TPSA？: 315.76

MolLogP？: 3.4655000000000085

Number of H-Donors: 4

Number of H-Acceptors: 18

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Acinetobacter baumannii	Acinetobacter baumannii	MIC	10000.0	nM	10.6019/CHEMBL4296183
Caenorhabditis elegans	Protein skinhead-1	IC50	70200.0	nM	None
Caenorhabditis elegans	Protein skinhead-1	IC50	81500.0	nM	None
Candida albicans	Candida albicans	MIC	10000.0	nM	10.6019/CHEMBL4296183
Cryptococcus neoformans	Cryptococcus neoformans	MIC	2500.0	nM	10.6019/CHEMBL4296183
Escherichia coli	Escherichia coli	MIC	2500.0	nM	10.6019/CHEMBL4296183
Giardia	Giardia	Potency	11.7	nM	None
Giardia	Giardia	Potency	205.5	nM	None
Homo sapiens	786-0	GI50	0.3499	nM	None
Homo sapiens	A498	GI50	7.499	nM	None
Homo sapiens	A549	GI50	7.499	nM	None
Homo sapiens	ACHN	GI50	1.517	nM	None
Homo sapiens	Ataxin-2	Potency	39810.7	nM	None
Homo sapiens	Bloom syndrome protein	Potency	540.6	nM	None
Homo sapiens	BT-549	GI50	1.578	nM	None
Homo sapiens	CAKI-1	GI50	7.499	nM	None
Homo sapiens	CCRF-CEM	GI50	9.247	nM	None
Homo sapiens	COLO 205	GI50	7.499	nM	None
Homo sapiens	DLD-1	GI50	7.499	nM	None
Homo sapiens	DMS-114	GI50	10.42	nM	None
Homo sapiens	DMS-273	GI50	7.499	nM	None
Homo sapiens	DNA polymerase eta	Potency	1510.1	nM	None
Homo sapiens	DNA polymerase iota	Potency	316.2	nM	None
Homo sapiens	DNA polymerase iota	Potency	1500.3	nM	None
Homo sapiens	DNA polymerase kappa	Potency	751.9	nM	None
Homo sapiens	DU-145	GI50	3.105	nM	None
Homo sapiens	EKVX	GI50	7.499	nM	None
Homo sapiens	Flap endonuclease 1	Potency	562.3	nM	None
Homo sapiens	Flap endonuclease 1	Potency	601.2	nM	None
Homo sapiens	Glutaminase kidney isoform, mitochondrial	Potency	11220.2	nM	None
Homo sapiens	HCC 2998	GI50	7.499	nM	None
Homo sapiens	HCT-116	GI50	8.851	nM	None
Homo sapiens	HCT-15	GI50	10.09	nM	None
Homo sapiens	HEK293	CC50	10000.0	nM	10.6019/CHEMBL4296183
Homo sapiens	HEK293	Potency	1000.0	nM	None
Homo sapiens	HL-60	GI50	19.28	nM	None
Homo sapiens	HOP-18	GI50	7.499	nM	None
Homo sapiens	HOP-62	GI50	7.499	nM	None
Homo sapiens	HOP-92	GI50	7.499	nM	None
Homo sapiens	Hs-578T	GI50	0.3741	nM	None
Homo sapiens	HT-29	GI50	7.499	nM	None
Homo sapiens	IGROV-1	GI50	7.499	nM	None
Homo sapiens	K562	GI50	14.26	nM	None
Homo sapiens	KM12	GI50	7.499	nM	None
Homo sapiens	KM-20L2	GI50	7.499	nM	None
Homo sapiens	LOX IMVI	GI50	8.954	nM	None
Homo sapiens	M14	GI50	0.8279	nM	None
Homo sapiens	M19-MEL	GI50	15.67	nM	None
Homo sapiens	Malme-3M	GI50	7.499	nM	None
Homo sapiens	MCF7	GI50	7.499	nM	None
Homo sapiens	MDA-MB-231	GI50	0.9057	nM	None
Homo sapiens	MDA-MB-435	GI50	1.052	nM	None
Homo sapiens	MDA-N	GI50	0.4178	nM	None
Homo sapiens	MOLT-4	GI50	7.499	nM	None
Homo sapiens	NCI/ADR-RES	GI50	45.39	nM	None
Homo sapiens	NCI-H226	GI50	7.499	nM	None
Homo sapiens	NCI-H23	GI50	14.69	nM	None
Homo sapiens	NCI-H322M	GI50	7.499	nM	None
Homo sapiens	NCI-H460	GI50	7.499	nM	None
Homo sapiens	NCI-H522	GI50	7.499	nM	None
Homo sapiens	Nuclear factor erythroid 2-related factor 2	Potency	6.5	nM	None
Homo sapiens	Nuclear factor erythroid 2-related factor 2	Potency	6513.1	nM	None
Homo sapiens	OVCAR-3	GI50	7.499	nM	None
Homo sapiens	OVCAR-4	GI50	7.499	nM	None
Homo sapiens	OVCAR-5	GI50	7.499	nM	None
Homo sapiens	OVCAR-8	GI50	7.499	nM	None
Homo sapiens	PC-3	GI50	0.9931	nM	None
Homo sapiens	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	Potency	11995.5	nM	None
Homo sapiens	Regulator of G-protein signaling 4	Potency	79432.8	nM	None
Homo sapiens	RPMI-8226	GI50	7.499	nM	None
Homo sapiens	RXF 393	GI50	8.954	nM	None
Homo sapiens	SF-268	GI50	7.499	nM	None
Homo sapiens	SF-295	GI50	7.499	nM	None
Homo sapiens	SF-539	GI50	7.499	nM	None
Homo sapiens	SK-MEL-2	GI50	17.78	nM	None
Homo sapiens	SK-MEL-28	GI50	7.499	nM	None
Homo sapiens	SK-MEL-5	GI50	7.499	nM	None
Homo sapiens	SK-OV-3	GI50	14.69	nM	None
Homo sapiens	SN12C	GI50	7.499	nM	None
Homo sapiens	SN12K1	GI50	7.499	nM	None
Homo sapiens	SNB-19	GI50	7.499	nM	None
Homo sapiens	SNB-75	GI50	7.499	nM	None
Homo sapiens	SNB-78	GI50	7.499	nM	None
Homo sapiens	SR	GI50	0.171	nM	None
Homo sapiens	SW-620	GI50	7.499	nM	None
Homo sapiens	T47D	GI50	0.3908	nM	None
Homo sapiens	TAR DNA-binding protein 43	Potency	28183.8	nM	None
Homo sapiens	TK-10	GI50	1.517	nM	None
Homo sapiens	U-251	GI50	7.499	nM	None
Homo sapiens	UACC-257	GI50	7.499	nM	None
Homo sapiens	UACC-62	GI50	7.499	nM	None
Homo sapiens	UO-31	GI50	8.299	nM	None
Homo sapiens	Werner syndrome ATP-dependent helicase	Potency	341.1	nM	None
Homo sapiens	Werner syndrome ATP-dependent helicase	Potency	532.3	nM	None
Homo sapiens	XF498	GI50	7.499	nM	None
Human immunodeficiency virus 1	Aberrant vpr protein	Potency	7079.5	nM	None
Klebsiella pneumoniae	Klebsiella pneumoniae	MIC	10000.0	nM	10.6019/CHEMBL4296183
Mus musculus	P388	GI50	7.499	nM	None
Mus musculus	P388/ADR	GI50	0.0955	nM	None
Plasmodium falciparum 3D7	HSP40, subfamily A, putative	AbsAC1000_uM	12.0	uM	None
Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	1250.0	nM	10.6019/CHEMBL4296183
Rattus norvegicus	Thioredoxin reductase 1, cytoplasmic	Potency	89125.1	nM	None
Severe acute respiratory syndrome coronavirus 2	Replicase polyprotein 1ab	Inhibition	1.868	%	10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	1.03	%	10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	77.47	%	10.21203/rs.3.rs-23951/v1
Staphylococcus aureus	Staphylococcus aureus	MIC	78.1	nM	10.6019/CHEMBL4296183
None	Unchecked	AC50	260.0	nM	None
None	Unchecked	Potency	1.2	nM	None
None	Unchecked	Potency	3.5	nM	None
None	Unchecked	Potency	4.6	nM	None
None	Unchecked	Potency	382.7	nM	None
None	Unchecked	Potency	794.3	nM	None
None	Unchecked	Potency	1995.3	nM	None
None	Unchecked	Potency	7079.5	nM	None
None	Unchecked	Potency	10322.5	nM	None
None	Unchecked	Potency	13459.1	nM	None
None	Unchecked	Potency	35481.3	nM	None