Molecule

Indolactam V

AlkaPlorer ID: AK005487

Synonym: '(-)-Indolactam-V', 'Indolactam V'

IUPAC Name: (10S,13S)-13-(hydroxymethyl)-9-methyl-10-propan-2-yl-3,9,12-triazatricyclo[6.6.1.04,15]pentadeca-1,4(15),5,7-tetraen-11-one

Structure

SMILES: CC(C)[C@H]1C(O)=N[C@H](CO)CC2=CNC3=C2C(=CC=C3)N1C

InChI: InChI=1S/C17H23N3O2/c1-10(2)16-17(22)19-12(9-21)7-11-8-18-13-5-4-6-14(15(11)13)20(16)3/h4-6,8,10,12,16,18,21H,7,9H2,1-3H3,(H,19,22)/t12-,16-/m0/s1

InChIKey: LUZOFMGZMUZSSK-LRDDRELGSA-N

Reference

Structure of blastmycetin E, a new teleocidin-related compound, from streptoverticillium blastmyceticum

PubChem CID: 105000

CAS: 90365-57-4

LOTUS: LTS0160271

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Streptomyces blastmyceticus	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria

Properties Information

Molecule Weight: 301.39000000000004

TPSA？: 71.85000000000001

MolLogP？: 2.5022

Number of H-Donors: 3

Number of H-Acceptors: 3

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	HeLa	Relativity	1.04	c.p.m. mg-1	10.1016/0960-894X(94)80010-3
Homo sapiens	HeLa	Relativity	1.36	c.p.m. mg-1	10.1016/0960-894X(94)80010-3
Homo sapiens	HeLa	Relativity	4.69	c.p.m. mg-1	10.1016/0960-894X(94)80010-3
Homo sapiens	HeLa	Relativity	7.82	c.p.m. mg-1	10.1016/0960-894X(94)80010-3
Homo sapiens	HeLa	Relativity	nan	None	10.1016/0960-894X(94)80010-3
Homo sapiens	HL-60	Activity	0.05	nM min-1 ml-1	10.1016/s0960-894x(01)00047-6
Homo sapiens	HL-60	Activity	3.18	nM min-1 ml-1	10.1016/s0960-894x(01)00047-6
Homo sapiens	HL-60	Activity	3.19	nM min-1 ml-1	10.1016/s0960-894x(01)00047-6
Homo sapiens	HL-60	Activity	16.8	%	10.1016/s0960-894x(01)00047-6
Homo sapiens	HL-60	Activity	28.9	%	10.1016/s0960-894x(01)00047-6
Homo sapiens	HL-60	Activity	33.5	%	10.1016/s0960-894x(01)00047-6
Homo sapiens	HL-60	EC50	5.0	nM	10.1021/jm970704s
Homo sapiens	HL-60	ED50	5.3	M l-1	10.1021/jm00090a016
Homo sapiens	Protein kinase C alpha	Ki	10.96	nM	10.1016/S0960-894X(01)80169-4
Homo sapiens	Protein kinase C alpha	Ki	11.0	nM	10.1016/s0960-894x(99)00207-3
Homo sapiens	Protein kinase C alpha	Ki	11.0	nM	10.1021/jm960875h
Homo sapiens	Protein kinase C alpha	Ki	21.0	nM	10.1016/j.bmc.2007.10.045
Homo sapiens	Protein kinase C alpha	Ki	21.0	nM	10.1021/jm0706719
Homo sapiens	Protein kinase C alpha	Ki	126.9	nM	10.1016/s0960-894x(00)00411-x
Homo sapiens	Protein kinase C alpha	Ki	126.9	nM	10.1016/s0960-894x(01)00047-6
Homo sapiens	Protein kinase C alpha	Ki	140.0	nM	10.1016/j.bmc.2007.10.045
Homo sapiens	Protein kinase C alpha	Ki	4000.0	nM	10.1016/s0960-894x(00)00411-x
Homo sapiens	Protein kinase C alpha	Ki	4000.0	nM	10.1016/s0960-894x(01)00047-6
Homo sapiens	Protein kinase C alpha	Ki	4000.0	nM	10.1021/jm0706719
Homo sapiens	Protein kinase C alpha	Ratio	2.86	None	10.1021/jm0706719
Homo sapiens	Protein kinase C beta	Ki	6.1	nM	10.1021/jm960875h
Homo sapiens	Protein kinase C beta	Ki	19.0	nM	10.1016/j.bmc.2007.10.045
Homo sapiens	Protein kinase C beta	Ki	19.0	nM	10.1021/jm0706719
Homo sapiens	Protein kinase C beta	Ki	135.6	nM	10.1016/s0960-894x(00)00411-x
Homo sapiens	Protein kinase C beta	Ki	140.0	nM	10.1021/jm0706719
Homo sapiens	Protein kinase C beta	Ki	173.5	nM	10.1016/s0960-894x(00)00411-x
Homo sapiens	Protein kinase C beta	Ki	173.5	nM	10.1016/s0960-894x(01)00047-6
Homo sapiens	Protein kinase C beta	Ki	4000.0	nM	10.1016/j.bmc.2007.10.045
Homo sapiens	Protein kinase C beta	Ratio	3.71	None	10.1021/jm0706719
Homo sapiens	Protein kinase C delta	Ki	8.2	nM	10.1021/jm960875h
Homo sapiens	Protein kinase C delta	Ki	8.3	nM	10.1016/s0960-894x(00)00411-x
Homo sapiens	Protein kinase C delta	Ki	8.3	nM	10.1016/s0960-894x(01)00047-6
Homo sapiens	Protein kinase C delta	Ki	11.0	nM	10.1016/j.bmc.2007.10.045
Homo sapiens	Protein kinase C delta	Ki	11.0	nM	10.1021/jm0706719
Homo sapiens	Protein kinase C delta	Ki	80.0	nM	10.1021/jm970704s
Homo sapiens	Protein kinase C delta	Ki	135.6	nM	10.1016/s0960-894x(01)00047-6
Homo sapiens	Protein kinase C delta	Ki	1900.0	nM	10.1016/s0960-894x(00)00411-x
Homo sapiens	Protein kinase C delta	Ki	1900.0	nM	10.1016/s0960-894x(01)00047-6
Homo sapiens	Protein kinase C delta	Ratio	1.72	None	10.1021/jm0706719
Homo sapiens	Protein kinase C epsilon	Ki	7.7	nM	10.1016/j.bmc.2007.10.045
Homo sapiens	Protein kinase C epsilon	Ki	7.7	nM	10.1016/s0960-894x(00)00411-x
Homo sapiens	Protein kinase C epsilon	Ki	7.7	nM	10.1016/s0960-894x(01)00047-6
Homo sapiens	Protein kinase C epsilon	Ki	7.7	nM	10.1021/jm0706719
Homo sapiens	Protein kinase C epsilon	Ki	21.9	nM	10.1021/jm960875h
Homo sapiens	Protein kinase C epsilon	Ki	4110.0	nM	10.1016/s0960-894x(00)00411-x
Homo sapiens	Protein kinase C epsilon	Ki	4110.0	nM	10.1016/s0960-894x(01)00047-6
Homo sapiens	Protein kinase C epsilon	Ratio	3.98	None	10.1021/jm0706719
Homo sapiens	Protein kinase C eta	Ki	5.5	nM	10.1016/j.bmc.2007.10.045
Homo sapiens	Protein kinase C eta	Ki	5.5	nM	10.1016/s0960-894x(00)00411-x
Homo sapiens	Protein kinase C eta	Ki	5.5	nM	10.1016/s0960-894x(01)00047-6
Homo sapiens	Protein kinase C eta	Ki	5.5	nM	10.1021/jm0706719
Homo sapiens	Protein kinase C eta	Ki	3770.0	nM	10.1016/s0960-894x(00)00411-x
Homo sapiens	Protein kinase C eta	Ki	3770.0	nM	10.1016/s0960-894x(01)00047-6
Homo sapiens	Protein kinase C eta	Ratio	2.64	None	10.1021/jm0706719
Homo sapiens	Protein kinase C gamma	Ki	19.4	nM	10.1021/jm960875h
Homo sapiens	Protein kinase C gamma	Ki	59.0	nM	10.1021/jm0706719
Homo sapiens	Protein kinase C gamma	Ki	89.0	nM	10.1021/jm0706719
Homo sapiens	Protein kinase C gamma	Ki	137.9	nM	10.1016/s0960-894x(00)00411-x
Homo sapiens	Protein kinase C gamma	Ki	137.9	nM	10.1016/s0960-894x(01)00047-6
Homo sapiens	Protein kinase C gamma	Ki	140.0	nM	10.1016/j.bmc.2007.10.045
Homo sapiens	Protein kinase C gamma	Ki	210.0	nM	10.1016/j.bmc.2007.10.045
Homo sapiens	Protein kinase C gamma	Ki	212.6	nM	10.1016/s0960-894x(00)00411-x
Homo sapiens	Protein kinase C gamma	Ki	212.6	nM	10.1016/s0960-894x(01)00047-6
Homo sapiens	Protein kinase C gamma	Ratio	1.98	None	10.1021/jm0706719
Homo sapiens	Protein kinase C (PKC)	Activity	454.0	pM min-1 (mg of protein)-1	10.1021/jm00112a017
Homo sapiens	Protein kinase C theta	Ki	8.7	nM	10.1016/j.bmc.2007.10.045
Homo sapiens	Protein kinase C theta	Ki	8.7	nM	10.1016/s0960-894x(00)00411-x
Homo sapiens	Protein kinase C theta	Ki	8.7	nM	10.1016/s0960-894x(01)00047-6
Homo sapiens	Protein kinase C theta	Ki	8.7	nM	10.1021/jm0706719
Homo sapiens	Protein kinase C theta	Ki	nan	nM	10.1016/s0960-894x(00)00411-x
Homo sapiens	Protein kinase C theta	Ki	nan	nM	10.1016/s0960-894x(01)00047-6
Human gammaherpesvirus 4	Human gammaherpesvirus 4	Activity	7.7	%	10.1016/0960-894X(95)00047-W
Human gammaherpesvirus 4	Human gammaherpesvirus 4	Activity	19.0	%	10.1016/0960-894X(95)00047-W
Human gammaherpesvirus 4	Human gammaherpesvirus 4	Activity	35.0	%	10.1016/0960-894X(95)00047-W
Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	47.0	nM	10.1016/j.ejmech.2021.113213
Mus musculus	Heart	Activity	nan	None	10.1038/nchembio.154
Mus musculus	Intestine	Activity	nan	None	10.1038/nchembio.154
Mus musculus	Liver	Activity	nan	None	10.1038/nchembio.154
Mus musculus	Lung	Activity	nan	None	10.1038/nchembio.154
Mus musculus	Protein kinase C delta	Inhibition	nan	%	10.1021/jm000488e
Mus musculus	Protein kinase C delta	Ki	2.01	nM	10.1021/jm000488e
Mus musculus	Protein kinase C delta	Ki	2.01	nM	10.1021/jm010422z
Mus musculus	Protein kinase C delta	Ki	2.01	nM	10.1021/jm990129n
Mus musculus	Protein kinase C delta	Ki	10.9	nM	10.1021/jm000488e
Mus musculus	Protein kinase C delta	Ki	10.9	nM	10.1021/jm990129n
Mus musculus	Protein kinase C delta	Ki	25.3	nM	10.1021/jm000488e
Mus musculus	Protein kinase C delta	Ki	25.3	nM	10.1021/jm990129n
Mus musculus	Protein kinase C delta	Ki	66.2	nM	10.1021/jm000488e
Mus musculus	Protein kinase C delta	Ki	66.2	nM	10.1021/jm990129n
Mus musculus	Protein kinase C delta	Ki	658.0	nM	10.1021/jm000488e
Mus musculus	Protein kinase C delta	Ki	658.0	nM	10.1021/jm990129n
Mus musculus	Protein kinase C delta	Ki	1100.0	nM	10.1021/jm000488e
Mus musculus	Protein kinase C delta	Ki	1100.0	nM	10.1021/jm990129n
Mus musculus	Protein kinase C delta	Ki	7080.0	nM	10.1021/jm000488e
Mus musculus	Protein kinase C delta	Ki	7080.0	nM	10.1021/jm990129n
Mus musculus	Protein kinase C delta	Ki	nan	nM	10.1021/jm990129n
Mus musculus	Protein kinase C delta	Ratio	5.4	None	10.1021/jm000488e
Mus musculus	Protein kinase C delta	Ratio	5.4	None	10.1021/jm990129n
Mus musculus	Protein kinase C delta	Ratio	12.6	None	10.1021/jm990129n
Mus musculus	Protein kinase C delta	Ratio	13.0	None	10.1021/jm000488e
Mus musculus	Protein kinase C delta	Ratio	32.9	None	10.1021/jm990129n
Mus musculus	Protein kinase C delta	Ratio	33.0	None	10.1021/jm000488e
Mus musculus	Protein kinase C delta	Ratio	327.0	None	10.1021/jm000488e
Mus musculus	Protein kinase C delta	Ratio	327.0	None	10.1021/jm990129n
Mus musculus	Protein kinase C delta	Ratio	552.0	None	10.1021/jm000488e
Mus musculus	Protein kinase C delta	Ratio	552.0	None	10.1021/jm990129n
Mus musculus	Protein kinase C delta	Ratio	3520.0	None	10.1021/jm000488e
Mus musculus	Protein kinase C delta	Ratio	3520.0	None	10.1021/jm990129n
Mus musculus	Stomach	Activity	nan	None	10.1038/nchembio.154
Rattus norvegicus	Protein kinase C gamma	Log IC50	5.56	log(1/M)	10.1016/0960-894X(95)00047-W
Rattus norvegicus	RAS guanyl releasing protein 1	Ki	2.54	nM	10.1021/jm010422z
None	ADMET	Activity	nan	None	10.1038/nchembio.154
None	Molecular identity unknown	Inhibition	0.6	%	10.1038/nchembio.154
None	Molecular identity unknown	Inhibition	0.8	%	10.1038/nchembio.154
None	Molecular identity unknown	Inhibition	1.2	%	10.1038/nchembio.154
None	NON-PROTEIN TARGET	Activity	0.1	%	10.1038/nchembio.154
None	NON-PROTEIN TARGET	Potency	3.8	nM	None
None	NON-PROTEIN TARGET	Potency	6.0	nM	None
None	NON-PROTEIN TARGET	Potency	6.7	nM	None
None	NON-PROTEIN TARGET	Potency	84.1	nM	None
None	NON-PROTEIN TARGET	Potency	421.4	nM	None
None	NON-PROTEIN TARGET	Potency	8407.1	nM	None
None	NON-PROTEIN TARGET	Potency	13324.4	nM	None
None	Unchecked	Activity	0.5	%	10.1038/nchembio.154
None	Unchecked	Activity	3.6	%	10.1038/nchembio.154
None	Unchecked	Activity	5.3	%	10.1038/nchembio.154
None	Unchecked	Activity	10.9	%	10.1038/nchembio.154
None	Unchecked	Activity	19.5	%	10.1038/nchembio.154
None	Unchecked	Activity	21.5	%	10.1038/nchembio.154
None	Unchecked	Activity	22.7	%	10.1038/nchembio.154
None	Unchecked	Activity	26.9	%	10.1038/nchembio.154
None	Unchecked	Activity	39.0	%	10.1021/acsmedchemlett.1c00562
None	Unchecked	Activity	50.0	%	10.1038/nchembio.154
None	Unchecked	Activity	68.0	%	10.1021/acsmedchemlett.1c00562
None	Unchecked	Activity	83.5	%	10.1038/nchembio.154
None	Unchecked	Activity	90.1	%	10.1038/nchembio.154
None	Unchecked	Activity	91.3	%	10.1038/nchembio.154
None	Unchecked	Activity	99.5	%	10.1038/nchembio.154
None	Unchecked	Activity	nan	None	10.1021/acsmedchemlett.1c00562
None	Unchecked	Activity	nan	None	10.1038/nchembio.154
None	Unchecked	EC50	142.0	nM	10.1038/nchembio.154
None	Unchecked	IC50	13.0	nM	10.1021/acsmedchemlett.1c00562
None	Unchecked	IC50	33.0	nM	10.1021/acsmedchemlett.1c00562
None	Unchecked	IC50	171.0	nM	10.1021/acsmedchemlett.1c00562
None	Unchecked	ID50	5.97	None	10.1016/0960-894X(94)80010-3
None	Unchecked	Inhibition	62.0	%	10.1021/acsmedchemlett.1c00562
None	Unchecked	Ki	130.0	nM	10.1021/jm0706719
None	Unchecked	Ki	690.0	nM	10.1021/jm0706719
None	Unchecked	Log 1/M	0.1	None	10.1016/0960-894X(94)80010-3
None	Unchecked	Ratio Ki	7.8	None	10.1021/jm0706719
None	Unchecked	Ratio Ki	11.8	None	10.1021/jm0706719

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT005096	CC(C)=CCC/C(C)=C/COP(=O)(O)OP(=O)(O)O.CC(C)[C@H]1C(=O)N[C@H](CO)Cc2c[nH]c3cccc(c23)N1C>>C=C[C@@](C)(CCC=C(C)C)c1ccc2c3c(c[nH]c13)C[C@@H](CO)NC(=O)[C@H](C(C)C)N2C	RXN-17002
AKRT010909	CN[C@H](C(=O)N[C@H](CO)Cc1c[nH]c2ccccc12)C(C)C>>CC(C)[C@H]1C(=O)N[C@H](CO)Cc2c[nH]c3cccc(c23)N1C	RXN-17003