(5R,8S,11R,12S,15S,18S,19S,22R)-8,15-bis[3-(4-hydroxyphenyl)propyl]-18-[(5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid

Details

• Internal ID: 16052208-63cc-482b-9e0a-47d4f5d9db4e
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,12S,15S,18S,19S,22R)-8,15-bis[3-(4-hydroxyphenyl)propyl]-18-[(5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-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)CCCC2=CC=C(C=C2)O)C(=O)O)C)CCCC3=CC=C(C=C3)O)C=CC(=CC(C)C(CC4=CC=CC=C4)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)CCCC2=CC=C(C=C2)O)C(=O)O)C)CCCC3=CC=C(C=C3)O)C=CC(=C[C@H](C)[C@H](CC4=CC=CC=C4)OC)C
• InChI: InChI=1S/C59H77N7O14/c1-34(32-35(2)49(80-8)33-42-14-10-9-11-15-42)20-29-45-36(3)52(70)64-48(58(76)77)30-31-50(69)66(7)39(6)55(73)60-38(5)54(72)63-47(19-13-17-41-23-27-44(68)28-24-41)57(75)65-51(59(78)79)37(4)53(71)62-46(56(74)61-45)18-12-16-40-21-25-43(67)26-22-40/h9-11,14-15,20-29,32,35-38,45-49,51,67-68H,6,12-13,16-19,30-31,33H2,1-5,7-8H3,(H,60,73)(H,61,74)(H,62,71)(H,63,72)(H,64,70)(H,65,75)(H,76,77)(H,78,79)/t35-,36-,37-,38+,45-,46-,47-,48+,49-,51+/m0/s1
• InChI Key: BTTNRPYLPGDHOC-OCRNYTFESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₇₇N₇O₁₄
• Molecular Weight: 1108.30 g/mol
• Exact Mass: 1107.55285016 g/mol
• Topological Polar Surface Area (TPSA): 319.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 12
• H-Bond Donor: 10
• Rotatable Bonds: 17

Synonyms

• (5R,8S,11R,12S,15S,18S,19S,22R)-8,15-bis[3-(4-hydroxyphenyl)propyl]-18-[(5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6064	60.64%
Caco-2	-	0.8653	86.53%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7180	71.80%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8017	80.17%
OATP1B3 inhibitior	+	0.9075	90.75%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9039	90.39%
BSEP inhibitior	+	0.9239	92.39%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	+	0.8636	86.36%
CYP3A4 substrate	+	0.7425	74.25%
CYP2C9 substrate	+	0.5742	57.42%
CYP2D6 substrate	-	0.8688	86.88%
CYP3A4 inhibition	+	0.6789	67.89%
CYP2C9 inhibition	-	0.7096	70.96%
CYP2C19 inhibition	-	0.7024	70.24%
CYP2D6 inhibition	-	0.8735	87.35%
CYP1A2 inhibition	-	0.8092	80.92%
CYP2C8 inhibition	+	0.7885	78.85%
CYP inhibitory promiscuity	-	0.5714	57.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5860	58.60%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8992	89.92%
Skin irritation	-	0.7787	77.87%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7300	73.00%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5514	55.14%
skin sensitisation	-	0.8711	87.11%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8482	84.82%
Acute Oral Toxicity (c)	III	0.5961	59.61%
Estrogen receptor binding	+	0.7430	74.30%
Androgen receptor binding	+	0.7963	79.63%
Thyroid receptor binding	+	0.6462	64.62%
Glucocorticoid receptor binding	+	0.6517	65.17%
Aromatase binding	+	0.6131	61.31%
PPAR gamma	+	0.7986	79.86%
Honey bee toxicity	-	0.6629	66.29%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9373	93.73%

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	99.97%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.86%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.63%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	97.11%	91.71%
CHEMBL4072	P07858	Cathepsin B	96.47%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.15%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.52%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.32%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.90%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.80%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.73%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	90.68%	91.49%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.53%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.52%	95.89%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.93%	97.64%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.83%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	86.93%	90.20%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.22%	90.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.36%	97.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.30%	97.25%
CHEMBL233	P35372	Mu opioid receptor	85.23%	97.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.08%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	82.62%	94.75%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	82.48%	95.34%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.14%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.80%	89.00%
CHEMBL2535	P11166	Glucose transporter	80.44%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590006
• LOTUS: LTS0120092
• wikiData: Q104945852