[D-Asp3,(E)-Dhb7]MC-LW

Details

• Internal ID: 3cd0ec8d-6f04-4dc0-a41d-8dd32006a574
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2E,5R,8S,11R,15S,18S,19S,22R)-2-ethylidene-15-(1H-indol-3-ylmethyl)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-5,19-dimethyl-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• SMILES (Canonical): CC=C1C(=O)NC(C(=O)NC(C(=O)NC(CC(=O)NC(C(=O)NC(C(C(=O)NC(CCC(=O)N1)C(=O)O)C)C=CC(=CC(C)C(CC2=CC=CC=C2)OC)C)CC3=CNC4=CC=CC=C43)C(=O)O)CC(C)C)C
• SMILES (Isomeric): C/C=C/1\C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](CC(=O)N[C@H](C(=O)N[C@H]([C@@H](C(=O)N[C@H](CCC(=O)N1)C(=O)O)C)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C)CC3=CNC4=CC=CC=C43)C(=O)O)CC(C)C)C
• InChI: InChI=1S/C53H70N8O12/c1-9-37-49(66)55-33(7)48(65)60-41(23-29(2)3)50(67)61-43(53(71)72)27-46(63)57-42(26-35-28-54-39-18-14-13-17-36(35)39)51(68)58-38(32(6)47(64)59-40(52(69)70)21-22-45(62)56-37)20-19-30(4)24-31(5)44(73-8)25-34-15-11-10-12-16-34/h9-20,24,28-29,31-33,38,40-44,54H,21-23,25-27H2,1-8H3,(H,55,66)(H,56,62)(H,57,63)(H,58,68)(H,59,64)(H,60,65)(H,61,67)(H,69,70)(H,71,72)/b20-19+,30-24+,37-9+/t31-,32-,33+,38-,40+,41-,42-,43+,44-/m0/s1
• InChI Key: MPMAWWUGDHJXMB-GJVNGLMXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₇₀N₈O₁₂
• Molecular Weight: 1011.20 g/mol
• Exact Mass: 1010.51131970 g/mol
• Topological Polar Surface Area (TPSA): 303.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 10
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

• DTXSID401046594

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9503	95.03%
Caco-2	-	0.8693	86.93%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6787	67.87%
OATP2B1 inhibitior	-	0.5765	57.65%
OATP1B1 inhibitior	+	0.8162	81.62%
OATP1B3 inhibitior	+	0.9017	90.17%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8220	82.20%
BSEP inhibitior	+	0.9401	94.01%
P-glycoprotein inhibitior	+	0.7529	75.29%
P-glycoprotein substrate	+	0.8443	84.43%
CYP3A4 substrate	+	0.7488	74.88%
CYP2C9 substrate	-	0.6029	60.29%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.5153	51.53%
CYP2C9 inhibition	-	0.6710	67.10%
CYP2C19 inhibition	-	0.6530	65.30%
CYP2D6 inhibition	-	0.9088	90.88%
CYP1A2 inhibition	-	0.7816	78.16%
CYP2C8 inhibition	+	0.7623	76.23%
CYP inhibitory promiscuity	+	0.7710	77.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5755	57.55%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.7778	77.78%
Skin corrosion	-	0.9316	93.16%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7514	75.14%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.5913	59.13%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7742	77.42%
Acute Oral Toxicity (c)	III	0.5800	58.00%
Estrogen receptor binding	+	0.7978	79.78%
Androgen receptor binding	+	0.7195	71.95%
Thyroid receptor binding	+	0.6512	65.12%
Glucocorticoid receptor binding	+	0.6841	68.41%
Aromatase binding	+	0.5837	58.37%
PPAR gamma	+	0.7969	79.69%
Honey bee toxicity	-	0.6286	62.86%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9512	95.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.85%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.71%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.14%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	98.56%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.42%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	97.29%	91.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	96.94%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.89%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.79%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	96.49%	88.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.85%	94.45%
CHEMBL3837	P07711	Cathepsin L	94.57%	96.61%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.51%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	92.90%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.30%	97.09%
CHEMBL1255126	O15151	Protein Mdm4	89.78%	90.20%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.74%	92.62%
CHEMBL2535	P11166	Glucose transporter	89.44%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.00%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.35%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.07%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.80%	95.50%
CHEMBL3524	P56524	Histone deacetylase 4	87.71%	92.97%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.58%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	86.47%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.36%	99.23%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.33%	89.67%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.09%	85.31%
CHEMBL325	Q13547	Histone deacetylase 1	84.67%	95.92%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	84.50%	96.39%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.35%	83.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.31%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.01%	94.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.78%	97.14%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.63%	95.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.49%	94.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.29%	96.47%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.56%	89.44%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684777
• LOTUS: LTS0011049
• wikiData: Q105169589