MC-LHty

Details

• Internal ID: fb479af1-c7ef-4768-afec-ab7eb2dde4c9
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,12S,15S,18S,19S,22R)-15-[2-(4-hydroxyphenyl)ethyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-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): CC1C(NC(=O)C(NC(=O)C(C(NC(=O)C(NC(=O)C(NC(=O)C(=C)N(C(=O)CCC(NC1=O)C(=O)O)C)C)CC(C)C)C(=O)O)C)CCC2=CC=C(C=C2)O)C=CC(=CC(C)C(CC3=CC=CC=C3)OC)C
• SMILES (Isomeric): C[C@H]1[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)C(=C)N(C(=O)CC[C@@H](NC1=O)C(=O)O)C)C)CC(C)C)C(=O)O)C)CCC2=CC=C(C=C2)O)/C=C/C(=C/[C@H](C)[C@H](CC3=CC=CC=C3)OC)/C
• InChI: InChI=1S/C53H73N7O13/c1-29(2)26-42-51(68)59-45(53(71)72)33(6)47(64)56-40(23-19-36-17-20-38(61)21-18-36)50(67)55-39(22-16-30(3)27-31(4)43(73-10)28-37-14-12-11-13-15-37)32(5)46(63)57-41(52(69)70)24-25-44(62)60(9)35(8)49(66)54-34(7)48(65)58-42/h11-18,20-22,27,29,31-34,39-43,45,61H,8,19,23-26,28H2,1-7,9-10H3,(H,54,66)(H,55,67)(H,56,64)(H,57,63)(H,58,65)(H,59,68)(H,69,70)(H,71,72)/b22-16+,30-27+/t31-,32-,33-,34+,39-,40-,41+,42-,43-,45+/m0/s1
• InChI Key: DBXKFHRYAHVEAX-NCUDYEQPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₇₃N₇O₁₃
• Molecular Weight: 1016.20 g/mol
• Exact Mass: 1015.52663541 g/mol
• Topological Polar Surface Area (TPSA): 299.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 14

Synonyms

• DTXSID201046950

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5878	58.78%
Caco-2	-	0.8653	86.53%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6978	69.78%
OATP2B1 inhibitior	-	0.7161	71.61%
OATP1B1 inhibitior	+	0.8124	81.24%
OATP1B3 inhibitior	+	0.9061	90.61%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8789	87.89%
BSEP inhibitior	+	0.8857	88.57%
P-glycoprotein inhibitior	+	0.7473	74.73%
P-glycoprotein substrate	+	0.8679	86.79%
CYP3A4 substrate	+	0.7391	73.91%
CYP2C9 substrate	+	0.5742	57.42%
CYP2D6 substrate	-	0.8688	86.88%
CYP3A4 inhibition	+	0.7861	78.61%
CYP2C9 inhibition	-	0.7005	70.05%
CYP2C19 inhibition	-	0.6526	65.26%
CYP2D6 inhibition	-	0.8840	88.40%
CYP1A2 inhibition	-	0.8144	81.44%
CYP2C8 inhibition	+	0.7970	79.70%
CYP inhibitory promiscuity	-	0.6115	61.15%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5960	59.60%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9018	90.18%
Skin irritation	-	0.7741	77.41%
Skin corrosion	-	0.9227	92.27%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6745	67.45%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5764	57.64%
skin sensitisation	-	0.8631	86.31%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8877	88.77%
Acute Oral Toxicity (c)	III	0.5640	56.40%
Estrogen receptor binding	+	0.7771	77.71%
Androgen receptor binding	+	0.7910	79.10%
Thyroid receptor binding	+	0.6401	64.01%
Glucocorticoid receptor binding	+	0.6779	67.79%
Aromatase binding	+	0.6026	60.26%
PPAR gamma	+	0.7994	79.94%
Honey bee toxicity	-	0.6485	64.85%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9766	97.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.90%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.84%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.59%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	97.01%	91.71%
CHEMBL4072	P07858	Cathepsin B	96.52%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.99%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.28%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.05%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.45%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.98%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.41%	90.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.29%	99.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.57%	97.64%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.71%	97.33%
CHEMBL1255126	O15151	Protein Mdm4	87.52%	90.20%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	86.90%	95.34%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.83%	95.89%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.27%	90.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.74%	95.50%
CHEMBL3837	P07711	Cathepsin L	84.95%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.31%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	84.26%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.07%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.98%	90.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.94%	100.00%
CHEMBL2535	P11166	Glucose transporter	82.92%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.45%	93.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.19%	85.14%
CHEMBL2093869	P05106	Integrin alpha-IIb/beta-3	81.10%	95.42%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.19%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684774
• LOTUS: LTS0041701
• wikiData: Q104246629