Nobilamide E

Details

• Internal ID: fde38e62-600a-4c8a-92d6-c82f1daec5d6
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2R)-2-[[(2S)-2-acetamido-3-phenylpropanoyl]amino]-N-[(2S)-1-[[(3Z,6S,9S,12R,13R)-3-ethylidene-6,13-dimethyl-2,5,8,11-tetraoxo-9-propan-2-yl-1-oxa-4,7,10-triazacyclotridec-12-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]-4-methylpentanamide
• SMILES (Canonical): CC=C1C(=O)OC(C(C(=O)NC(C(=O)NC(C(=O)N1)C)C(C)C)NC(=O)C(CC2=CC=C(C=C2)O)NC(=O)C(CC(C)C)NC(=O)C(CC3=CC=CC=C3)NC(=O)C)C
• SMILES (Isomeric): C/C=C\1/C(=O)O[C@@H]([C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)C)C(C)C)NC(=O)[C@H](CC2=CC=C(C=C2)O)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CC3=CC=CC=C3)NC(=O)C)C
• InChI: InChI=1S/C42H57N7O10/c1-9-30-42(58)59-25(7)35(41(57)48-34(23(4)5)40(56)43-24(6)36(52)45-30)49-39(55)33(21-28-15-17-29(51)18-16-28)47-37(53)31(19-22(2)3)46-38(54)32(44-26(8)50)20-27-13-11-10-12-14-27/h9-18,22-25,31-35,51H,19-21H2,1-8H3,(H,43,56)(H,44,50)(H,45,52)(H,46,54)(H,47,53)(H,48,57)(H,49,55)/b30-9-/t24-,25+,31+,32-,33-,34-,35+/m0/s1
• InChI Key: AQYCJMOMWLBSIH-JRNPUGJOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₇N₇O₁₀
• Molecular Weight: 819.90 g/mol
• Exact Mass: 819.41669104 g/mol
• Topological Polar Surface Area (TPSA): 250.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

• (2R)-2-(((2S)-2-acetamido-3-phenylpropanoyl)amino)-N-((2S)-1-(((3Z,6S,9S,12R,13R)-3-ethylidene-6,13-dimethyl-2,5,8,11-tetraoxo-9-propan-2-yl-1-oxa-4,7,10-triazacyclotridec-12-yl)amino)-3-(4-hydroxyphenyl)-1-oxopropan-2-yl)-4-methylpentanamide
• (2R)-2-[[(2S)-2-acetamido-3-phenylpropanoyl]amino]-N-[(2S)-1-[[(3Z,6S,9S,12R,13R)-3-ethylidene-6,13-dimethyl-2,5,8,11-tetraoxo-9-propan-2-yl-1-oxa-4,7,10-triazacyclotridec-12-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]-4-methylpentanamide
• RefChem:166225
• CHEBI:209622

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9481	94.81%
Caco-2	-	0.8685	86.85%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5067	50.67%
OATP2B1 inhibitior	+	0.5753	57.53%
OATP1B1 inhibitior	+	0.8309	83.09%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9818	98.18%
BSEP inhibitior	+	0.9717	97.17%
P-glycoprotein inhibitior	+	0.7687	76.87%
P-glycoprotein substrate	+	0.8956	89.56%
CYP3A4 substrate	+	0.6884	68.84%
CYP2C9 substrate	+	0.5936	59.36%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	+	0.5190	51.90%
CYP2C9 inhibition	-	0.7055	70.55%
CYP2C19 inhibition	-	0.7390	73.90%
CYP2D6 inhibition	-	0.9026	90.26%
CYP1A2 inhibition	-	0.8604	86.04%
CYP2C8 inhibition	+	0.6839	68.39%
CYP inhibitory promiscuity	-	0.6381	63.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7811	78.11%
Carcinogenicity (trinary)	Non-required	0.5136	51.36%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9124	91.24%
Skin irritation	-	0.7991	79.91%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6609	66.09%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5032	50.32%
skin sensitisation	-	0.8542	85.42%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5325	53.25%
Acute Oral Toxicity (c)	III	0.5890	58.90%
Estrogen receptor binding	+	0.8012	80.12%
Androgen receptor binding	+	0.7586	75.86%
Thyroid receptor binding	+	0.6105	61.05%
Glucocorticoid receptor binding	+	0.7141	71.41%
Aromatase binding	+	0.6031	60.31%
PPAR gamma	+	0.7618	76.18%
Honey bee toxicity	-	0.7255	72.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9772	97.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	99.90%	96.61%
CHEMBL2581	P07339	Cathepsin D	99.78%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.13%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.03%	90.17%
CHEMBL4072	P07858	Cathepsin B	95.73%	93.67%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	95.17%	90.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.49%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	94.27%	90.20%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.60%	97.64%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.26%	91.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.05%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.69%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.16%	99.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.91%	93.10%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.43%	90.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.42%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.96%	95.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.90%	94.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	88.66%	85.11%
CHEMBL259	P32245	Melanocortin receptor 4	87.10%	95.38%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	86.29%	83.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.70%	95.89%
CHEMBL2514	O95665	Neurotensin receptor 2	85.60%	100.00%
CHEMBL3891	P07384	Calpain 1	83.58%	93.04%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.35%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.10%	91.19%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	81.75%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.11%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.04%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.61%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.24%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586984
• LOTUS: LTS0273617
• wikiData: Q77518835