Maedamide

Details

• Internal ID: e3f78403-a562-4ca4-9906-b4bfb5c759ee
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides
• IUPAC Name: methyl 1-[(2S)-2-[[2-[[(2R,3R)-2-[[(3S,4R)-3-hydroxy-4-[[1-[(2R,3S)-2-[(2S)-2-hydroxy-3-methylbutanoyl]oxy-3-methylpentanoyl]pyrrolidine-2-carbonyl]amino]-5-phenylpentanoyl]amino]-3-methylpentanoyl]amino]acetyl]-methylamino]-3-phenylpropanoyl]pyrrolidine-2-carboxylate
• InChI: InChI=1S/C51H74N6O12/c1-9-32(5)43(47(63)52-30-42(60)55(7)39(28-35-21-15-12-16-22-35)48(64)57-26-18-24-38(57)50(66)68-8)54-41(59)29-40(58)36(27-34-19-13-11-14-20-34)53-46(62)37-23-17-25-56(37)49(65)45(33(6)10-2)69-51(67)44(61)31(3)4/h11-16,19-22,31-33,36-40,43-45,58,61H,9-10,17-18,23-30H2,1-8H3,(H,52,63)(H,53,62)(H,54,59)/t32-,33+,36-,37?,38?,39+,40+,43-,44+,45-/m1/s1
• InChI Key: YOPVXOUHYSYHKL-JBYGUWGWSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₄N₆O₁₂
• Molecular Weight: 963.20 g/mol
• Exact Mass: 962.53647182 g/mol
• Topological Polar Surface Area (TPSA): 241.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 24

Synonyms

• DTXSID101334007

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5343	53.43%
Caco-2	-	0.8649	86.49%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5664	56.64%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.8495	84.95%
OATP1B3 inhibitior	+	0.9052	90.52%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9735	97.35%
P-glycoprotein inhibitior	+	0.7480	74.80%
P-glycoprotein substrate	+	0.8093	80.93%
CYP3A4 substrate	+	0.7405	74.05%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8175	81.75%
CYP3A4 inhibition	+	0.7156	71.56%
CYP2C9 inhibition	-	0.7288	72.88%
CYP2C19 inhibition	-	0.7287	72.87%
CYP2D6 inhibition	-	0.8793	87.93%
CYP1A2 inhibition	-	0.9135	91.35%
CYP2C8 inhibition	+	0.6103	61.03%
CYP inhibitory promiscuity	-	0.8247	82.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6438	64.38%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.7980	79.80%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7224	72.24%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.9031	90.31%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6048	60.48%
Acute Oral Toxicity (c)	III	0.6785	67.85%
Estrogen receptor binding	+	0.8404	84.04%
Androgen receptor binding	+	0.7492	74.92%
Thyroid receptor binding	+	0.6223	62.23%
Glucocorticoid receptor binding	+	0.7111	71.11%
Aromatase binding	+	0.5873	58.73%
PPAR gamma	+	0.8171	81.71%
Honey bee toxicity	-	0.7037	70.37%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9161	91.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.97%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.54%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.33%	83.82%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	95.90%	98.33%
CHEMBL230	P35354	Cyclooxygenase-2	95.78%	89.63%
CHEMBL221	P23219	Cyclooxygenase-1	95.06%	90.17%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	94.37%	89.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.87%	97.14%
CHEMBL2514	O95665	Neurotensin receptor 2	93.70%	100.00%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	92.81%	96.67%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	92.21%	98.24%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.09%	97.64%
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	91.62%	92.17%
CHEMBL340	P08684	Cytochrome P450 3A4	91.18%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.04%	95.89%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	90.05%	95.52%
CHEMBL4588	P22894	Matrix metalloproteinase 8	89.72%	94.66%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.21%	95.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.14%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.86%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	86.86%	90.20%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.60%	95.17%
CHEMBL4072	P07858	Cathepsin B	86.24%	93.67%
CHEMBL4393	P39900	Matrix metalloproteinase 12	85.84%	92.22%
CHEMBL3837	P07711	Cathepsin L	84.90%	96.61%
CHEMBL3202	P48147	Prolyl endopeptidase	84.72%	90.65%
CHEMBL5028	O14672	ADAM10	84.40%	97.50%
CHEMBL4447	Q9Y337	Kallikrein 5	83.90%	87.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.71%	93.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.60%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.45%	97.09%
CHEMBL2664	P23526	Adenosylhomocysteinase	82.37%	86.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.22%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.09%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.45%	97.21%
CHEMBL3055	P50613	Cyclin-dependent kinase 7	81.37%	81.88%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.96%	95.00%
CHEMBL321	P14780	Matrix metalloproteinase 9	80.67%	92.12%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.58%	96.47%
CHEMBL2535	P11166	Glucose transporter	80.24%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683631
• LOTUS: LTS0247413
• wikiData: Q105351449