[Asp3,Dhb7]MC-LY

Details

• Internal ID: 356e8b6d-8896-4f00-9f12-ed8ed60caa06
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2Z,5R,8S,11R,15S,18S,19S,22R)-2-ethylidene-15-[(4-hydroxyphenyl)methyl]-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=CC=C(C=C3)O)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=CC=C(C=C3)O)C(=O)O)CC(C)C)C
• InChI: InChI=1S/C51H69N7O13/c1-9-36-47(64)52-32(7)46(63)57-39(23-28(2)3)48(65)58-41(51(69)70)27-44(61)54-40(25-34-16-18-35(59)19-17-34)49(66)55-37(31(6)45(62)56-38(50(67)68)21-22-43(60)53-36)20-15-29(4)24-30(5)42(71-8)26-33-13-11-10-12-14-33/h9-20,24,28,30-32,37-42,59H,21-23,25-27H2,1-8H3,(H,52,64)(H,53,60)(H,54,61)(H,55,66)(H,56,62)(H,57,63)(H,58,65)(H,67,68)(H,69,70)/b20-15+,29-24+,36-9-/t30-,31-,32+,37-,38+,39-,40-,41+,42-/m0/s1
• InChI Key: OSIYJQIKKULRMP-HUJPHHKLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₆₉N₇O₁₃
• Molecular Weight: 988.10 g/mol
• Exact Mass: 987.49533528 g/mol
• Topological Polar Surface Area (TPSA): 308.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 11
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8751	87.51%
Caco-2	-	0.8672	86.72%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8170	81.70%
OATP2B1 inhibitior	-	0.7131	71.31%
OATP1B1 inhibitior	+	0.8002	80.02%
OATP1B3 inhibitior	+	0.9038	90.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8539	85.39%
BSEP inhibitior	+	0.9296	92.96%
P-glycoprotein inhibitior	+	0.7509	75.09%
P-glycoprotein substrate	+	0.8592	85.92%
CYP3A4 substrate	+	0.7352	73.52%
CYP2C9 substrate	-	0.5841	58.41%
CYP2D6 substrate	-	0.8852	88.52%
CYP3A4 inhibition	+	0.5174	51.74%
CYP2C9 inhibition	-	0.7403	74.03%
CYP2C19 inhibition	-	0.6847	68.47%
CYP2D6 inhibition	-	0.9123	91.23%
CYP1A2 inhibition	-	0.8759	87.59%
CYP2C8 inhibition	+	0.7979	79.79%
CYP inhibitory promiscuity	-	0.5792	57.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8811	88.11%
Carcinogenicity (trinary)	Non-required	0.6366	63.66%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.7843	78.43%
Skin corrosion	-	0.9333	93.33%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7413	74.13%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5736	57.36%
skin sensitisation	-	0.8698	86.98%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7331	73.31%
Acute Oral Toxicity (c)	III	0.6182	61.82%
Estrogen receptor binding	+	0.8052	80.52%
Androgen receptor binding	+	0.7628	76.28%
Thyroid receptor binding	+	0.6222	62.22%
Glucocorticoid receptor binding	+	0.6672	66.72%
Aromatase binding	+	0.5730	57.30%
PPAR gamma	+	0.7958	79.58%
Honey bee toxicity	-	0.6376	63.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9635	96.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.81%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.71%	83.82%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	98.24%	91.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.98%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	96.85%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.90%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.78%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.53%	95.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	94.40%	89.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.67%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.11%	95.50%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.82%	97.64%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	92.67%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.59%	86.33%
CHEMBL3524	P56524	Histone deacetylase 4	90.62%	92.97%
CHEMBL301	P24941	Cyclin-dependent kinase 2	90.15%	91.23%
CHEMBL1255126	O15151	Protein Mdm4	89.64%	90.20%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.53%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.25%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.30%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.17%	97.09%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.89%	97.33%
CHEMBL2535	P11166	Glucose transporter	87.26%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.82%	93.99%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.69%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	85.80%	91.19%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	85.79%	89.44%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.74%	85.14%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.57%	88.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.09%	85.11%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.05%	85.31%
CHEMBL3837	P07711	Cathepsin L	81.00%	96.61%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.98%	94.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.62%	90.71%
CHEMBL1921	P47901	Vasopressin V1b receptor	80.51%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684753
• LOTUS: LTS0258317
• wikiData: Q105198952