MC-LHph

Details

• Internal ID: 1c0b2dc5-989d-412f-bb87-88d5e54907ca
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,12S,15S,18S,19S,22R)-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-15-(2-phenylethyl)-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=CC=C2)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=CC=C2)/C=C/C(=C/[C@H](C)[C@H](CC3=CC=CC=C3)OC)/C
• InChI: InChI=1S/C53H73N7O12/c1-30(2)27-42-51(67)59-45(53(70)71)34(6)47(63)56-40(24-22-37-17-13-11-14-18-37)50(66)55-39(23-21-31(3)28-32(4)43(72-10)29-38-19-15-12-16-20-38)33(5)46(62)57-41(52(68)69)25-26-44(61)60(9)36(8)49(65)54-35(7)48(64)58-42/h11-21,23,28,30,32-35,39-43,45H,8,22,24-27,29H2,1-7,9-10H3,(H,54,65)(H,55,66)(H,56,63)(H,57,62)(H,58,64)(H,59,67)(H,68,69)(H,70,71)/b23-21+,31-28+/t32-,33-,34-,35+,39-,40-,41+,42-,43-,45+/m0/s1
• InChI Key: LVCIVARPKLCTRB-OVBXAQJQSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₇₃N₇O₁₂
• Molecular Weight: 1000.20 g/mol
• Exact Mass: 999.53172079 g/mol
• Topological Polar Surface Area (TPSA): 279.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4797	47.97%
Caco-2	-	0.8652	86.52%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6816	68.16%
OATP2B1 inhibitior	-	0.5757	57.57%
OATP1B1 inhibitior	+	0.8235	82.35%
OATP1B3 inhibitior	+	0.9029	90.29%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9039	90.39%
BSEP inhibitior	+	0.9144	91.44%
P-glycoprotein inhibitior	+	0.7506	75.06%
P-glycoprotein substrate	+	0.8521	85.21%
CYP3A4 substrate	+	0.7331	73.31%
CYP2C9 substrate	+	0.5710	57.10%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	+	0.7935	79.35%
CYP2C9 inhibition	-	0.6970	69.70%
CYP2C19 inhibition	-	0.6621	66.21%
CYP2D6 inhibition	-	0.8931	89.31%
CYP1A2 inhibition	-	0.8158	81.58%
CYP2C8 inhibition	+	0.7473	74.73%
CYP inhibitory promiscuity	-	0.6573	65.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6029	60.29%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9029	90.29%
Skin irritation	-	0.7730	77.30%
Skin corrosion	-	0.9231	92.31%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7152	71.52%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5889	58.89%
skin sensitisation	-	0.8634	86.34%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8794	87.94%
Acute Oral Toxicity (c)	III	0.5374	53.74%
Estrogen receptor binding	+	0.7886	78.86%
Androgen receptor binding	+	0.7772	77.72%
Thyroid receptor binding	+	0.6266	62.66%
Glucocorticoid receptor binding	+	0.6829	68.29%
Aromatase binding	+	0.5817	58.17%
PPAR gamma	+	0.7955	79.55%
Honey bee toxicity	-	0.6657	66.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9671	96.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.86%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.78%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.81%	96.09%
CHEMBL4072	P07858	Cathepsin B	96.84%	93.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.45%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.22%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.15%	91.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.30%	97.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.65%	94.45%
CHEMBL3837	P07711	Cathepsin L	89.22%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.59%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.16%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.90%	91.11%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.38%	90.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.56%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.21%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.01%	97.25%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.76%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.51%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.35%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	81.62%	94.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.10%	93.00%
CHEMBL1255126	O15151	Protein Mdm4	80.88%	90.20%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.27%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.03%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684762
• LOTUS: LTS0183238
• wikiData: Q104246608