Luminmycin A

Details

• Internal ID: 702d4ac6-2c69-4794-96a0-c164af0f5247
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: (2E,4E)-N-[(2S,3R)-3-hydroxy-1-[[(3E,5S,8S)-5-methyl-2,7-dioxo-1,6-diazacyclododec-3-en-8-yl]amino]-1-oxobutan-2-yl]dodeca-2,4-dienamide
• SMILES (Canonical): CCCCCCCC=CC=CC(=O)NC(C(C)O)C(=O)NC1CCCCNC(=O)C=CC(NC1=O)C
• SMILES (Isomeric): CCCCCCC/C=C/C=C/C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@H]1CCCCNC(=O)/C=C/[C@@H](NC1=O)C
• InChI: InChI=1S/C27H44N4O5/c1-4-5-6-7-8-9-10-11-12-16-24(34)31-25(21(3)32)27(36)30-22-15-13-14-19-28-23(33)18-17-20(2)29-26(22)35/h10-12,16-18,20-22,25,32H,4-9,13-15,19H2,1-3H3,(H,28,33)(H,29,35)(H,30,36)(H,31,34)/b11-10+,16-12+,18-17+/t20-,21+,22-,25-/m0/s1
• InChI Key: CXVPCSSIDACGGV-SBSLBVBZSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₄N₄O₅
• Molecular Weight: 504.70 g/mol
• Exact Mass: 504.33117052 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 2.17
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 12

Synonyms

• CHEMBL2146520

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7882	78.82%
Caco-2	-	0.8787	87.87%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6104	61.04%
OATP2B1 inhibitior	-	0.7130	71.30%
OATP1B1 inhibitior	+	0.8268	82.68%
OATP1B3 inhibitior	+	0.8901	89.01%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5250	52.50%
P-glycoprotein inhibitior	+	0.6647	66.47%
P-glycoprotein substrate	+	0.7387	73.87%
CYP3A4 substrate	+	0.6478	64.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.7024	70.24%
CYP2C9 inhibition	-	0.8932	89.32%
CYP2C19 inhibition	-	0.9030	90.30%
CYP2D6 inhibition	-	0.8859	88.59%
CYP1A2 inhibition	-	0.8964	89.64%
CYP2C8 inhibition	+	0.4876	48.76%
CYP inhibitory promiscuity	-	0.9650	96.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9588	95.88%
Skin irritation	-	0.7590	75.90%
Skin corrosion	-	0.9357	93.57%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4230	42.30%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8759	87.59%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6841	68.41%
Acute Oral Toxicity (c)	III	0.7129	71.29%
Estrogen receptor binding	+	0.5561	55.61%
Androgen receptor binding	+	0.6363	63.63%
Thyroid receptor binding	-	0.5598	55.98%
Glucocorticoid receptor binding	+	0.5570	55.70%
Aromatase binding	-	0.6208	62.08%
PPAR gamma	+	0.5712	57.12%
Honey bee toxicity	-	0.9124	91.24%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5791	57.91%
Fish aquatic toxicity	+	0.7474	74.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.47%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.03%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.30%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.29%	93.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	94.44%	92.88%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.77%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	93.60%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.30%	99.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	93.08%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.44%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.16%	90.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.22%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.87%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.86%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.49%	96.47%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.97%	89.34%
CHEMBL299	P17252	Protein kinase C alpha	88.81%	98.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.17%	89.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	87.74%	96.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.70%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.81%	92.50%
CHEMBL4588	P22894	Matrix metalloproteinase 8	85.76%	94.66%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.72%	94.33%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	84.41%	91.81%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.15%	92.62%
CHEMBL1075317	P61964	WD repeat-containing protein 5	84.00%	96.33%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	83.68%	88.42%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.46%	91.03%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.20%	96.90%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.11%	97.29%
CHEMBL259	P32245	Melanocortin receptor 4	82.79%	95.38%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.31%	95.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.98%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.17%	95.89%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.94%	97.64%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.93%	95.50%
CHEMBL230	P35354	Cyclooxygenase-2	80.83%	89.63%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	80.62%	89.33%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.52%	98.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.49%	96.38%
CHEMBL2996	Q05655	Protein kinase C delta	80.15%	97.79%

Plants that contains it

• Osteospermum muricatum
• Senecio subrubriflorus

Cross-Links

• PubChem: 71452834
• LOTUS: LTS0022715
• wikiData: Q105379254