Nodulapeptin 821

Details

• Internal ID: 6042085f-a45a-4260-8921-1b459e215c51
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: 2-[[12-butan-2-yl-3-(hydroxymethyl)-7-methyl-2,5,8,11,14-pentaoxo-6,9-bis(2-phenylethyl)-1,4,7,10,13-pentazacyclononadec-15-yl]carbamoylamino]-3-methylpentanoic acid
• InChI: InChI=1S/C43H63N7O9/c1-6-27(3)35-40(55)45-32(23-21-29-16-10-8-11-17-29)41(56)50(5)34(24-22-30-18-12-9-13-19-30)39(54)46-33(26-51)37(52)44-25-15-14-20-31(38(53)48-35)47-43(59)49-36(42(57)58)28(4)7-2/h8-13,16-19,27-28,31-36,51H,6-7,14-15,20-26H2,1-5H3,(H,44,52)(H,45,55)(H,46,54)(H,48,53)(H,57,58)(H2,47,49,59)
• InChI Key: BDLKFDOXKGTMAT-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₃N₇O₉
• Molecular Weight: 822.00 g/mol
• Exact Mass: 821.46872661 g/mol
• Topological Polar Surface Area (TPSA): 235.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 2.04
• H-Bond Acceptor: 8
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

• 2-[[12-butan-2-yl-3-(hydroxymethyl)-7-methyl-2,5,8,11,14-pentaoxo-6,9-bis(2-phenylethyl)-1,4,7,10,13-pentazacyclononadec-15-yl]carbamoylamino]-3-methylpentanoic acid
• 2-(((12-(butan-2-yl)-2,5,11,14-tetrahydroxy-3-(hydroxymethyl)-7-methyl-8-oxo-6,9-bis(2-phenylethyl)-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl)-C-hydroxycarbonimidoyl)amino)-3-methylpentanoate
• 2-((12-butan-2-yl-3-(hydroxymethyl)-7-methyl-2,5,8,11,14-pentaoxo-6,9-bis(2-phenylethyl)-1,4,7,10,13-pentazacyclononadec-15-yl)carbamoylamino)-3-methylpentanoic acid
• 2-({[12-(butan-2-yl)-2,5,11,14-tetrahydroxy-3-(hydroxymethyl)-7-methyl-8-oxo-6,9-bis(2-phenylethyl)-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-C-hydroxycarbonimidoyl}amino)-3-methylpentanoate
• RefChem:166322
• NP 821
• 2-(3-(12-(sec-butyl)-3-(hydroxymethyl)-7-methyl-2,5,8,11,14-pentaoxo-6,9-diphenethyl-1,4,7,10,13-pentaazacyclononadecan-15-yl)ureido)-3-methylpentanoic acid
• CHEBI:213780
• DTXSID201046655

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6117	61.17%
Caco-2	-	0.8718	87.18%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4665	46.65%
OATP2B1 inhibitior	-	0.5698	56.98%
OATP1B1 inhibitior	+	0.8387	83.87%
OATP1B3 inhibitior	+	0.9231	92.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9210	92.10%
P-glycoprotein inhibitior	+	0.7574	75.74%
P-glycoprotein substrate	+	0.8114	81.14%
CYP3A4 substrate	+	0.6836	68.36%
CYP2C9 substrate	+	0.6063	60.63%
CYP2D6 substrate	-	0.8615	86.15%
CYP3A4 inhibition	+	0.5220	52.20%
CYP2C9 inhibition	-	0.7269	72.69%
CYP2C19 inhibition	-	0.8575	85.75%
CYP2D6 inhibition	-	0.8966	89.66%
CYP1A2 inhibition	-	0.8989	89.89%
CYP2C8 inhibition	+	0.5337	53.37%
CYP inhibitory promiscuity	-	0.9352	93.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6519	65.19%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9155	91.55%
Skin irritation	-	0.7672	76.72%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4136	41.36%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.6231	62.31%
skin sensitisation	-	0.8790	87.90%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7496	74.96%
Acute Oral Toxicity (c)	III	0.6524	65.24%
Estrogen receptor binding	+	0.8311	83.11%
Androgen receptor binding	+	0.6845	68.45%
Thyroid receptor binding	+	0.5968	59.68%
Glucocorticoid receptor binding	+	0.6375	63.75%
Aromatase binding	+	0.5811	58.11%
PPAR gamma	+	0.7780	77.80%
Honey bee toxicity	-	0.8271	82.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9479	94.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.82%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.97%	95.93%
CHEMBL4072	P07858	Cathepsin B	92.29%	93.67%
CHEMBL268	P43235	Cathepsin K	90.84%	96.85%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.42%	93.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.22%	93.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.40%	97.64%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.01%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.98%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.97%	90.08%
CHEMBL221	P23219	Cyclooxygenase-1	87.80%	90.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.67%	93.03%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	87.49%	88.42%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.32%	94.45%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	85.37%	92.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.22%	95.56%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.89%	98.33%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.61%	95.00%
CHEMBL4208	P20618	Proteasome component C5	83.43%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.34%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.92%	97.25%
CHEMBL255	P29275	Adenosine A2b receptor	80.54%	98.59%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.06%	97.14%
CHEMBL3202	P48147	Prolyl endopeptidase	80.00%	90.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683781
• LOTUS: LTS0227685
• wikiData: Q104246137