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

Details

• Internal ID: 64659d60-b76d-4576-a143-430cb16e8fc3
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,12S,15S,18S,19S,22R)-8-(1H-indol-3-ylmethyl)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-15-(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)CC2=CNC3=CC=CC=C32)C(=O)O)C)CC(C)C)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)CC2=CNC3=CC=CC=C32)C(=O)O)C)CC(C)C)/C=C/C(=C/[C@H](C)[C@H](CC4=CC=CC=C4)OC)/C
• InChI: InChI=1S/C54H72N8O12/c1-29(2)24-42-51(68)57-39(21-20-30(3)25-31(4)44(74-10)26-36-16-12-11-13-17-36)32(5)47(64)58-41(53(70)71)22-23-45(63)62(9)35(8)50(67)56-34(7)49(66)60-43(27-37-28-55-40-19-15-14-18-38(37)40)52(69)61-46(54(72)73)33(6)48(65)59-42/h11-21,25,28-29,31-34,39,41-44,46,55H,8,22-24,26-27H2,1-7,9-10H3,(H,56,67)(H,57,68)(H,58,64)(H,59,65)(H,60,66)(H,61,69)(H,70,71)(H,72,73)/b21-20+,30-25+/t31-,32-,33-,34+,39-,41+,42-,43-,44-,46+/m0/s1
• InChI Key: STMJLSNDMMJCDL-LNXRSHCCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₇₂N₈O₁₂
• Molecular Weight: 1025.20 g/mol
• Exact Mass: 1024.52696976 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 10
• H-Bond Donor: 9
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8052	80.52%
Caco-2	-	0.8654	86.54%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5365	53.65%
OATP2B1 inhibitior	-	0.7143	71.43%
OATP1B1 inhibitior	+	0.8313	83.13%
OATP1B3 inhibitior	+	0.9047	90.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8720	87.20%
BSEP inhibitior	+	0.9224	92.24%
P-glycoprotein inhibitior	+	0.7485	74.85%
P-glycoprotein substrate	+	0.8470	84.70%
CYP3A4 substrate	+	0.7507	75.07%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8674	86.74%
CYP3A4 inhibition	+	0.6441	64.41%
CYP2C9 inhibition	-	0.6595	65.95%
CYP2C19 inhibition	-	0.6340	63.40%
CYP2D6 inhibition	-	0.8884	88.84%
CYP1A2 inhibition	-	0.7013	70.13%
CYP2C8 inhibition	+	0.7538	75.38%
CYP inhibitory promiscuity	+	0.7235	72.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5500	55.00%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9013	90.13%
Skin irritation	-	0.7732	77.32%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7072	70.72%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5087	50.87%
skin sensitisation	-	0.8635	86.35%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8682	86.82%
Acute Oral Toxicity (c)	III	0.5640	56.40%
Estrogen receptor binding	+	0.7607	76.07%
Androgen receptor binding	+	0.7279	72.79%
Thyroid receptor binding	+	0.6649	66.49%
Glucocorticoid receptor binding	+	0.6914	69.14%
Aromatase binding	+	0.6273	62.73%
PPAR gamma	+	0.7803	78.03%
Honey bee toxicity	-	0.6526	65.26%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9695	96.95%

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	99.99%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.84%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	98.56%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.50%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.62%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.38%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	96.44%	91.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	96.33%	97.64%
CHEMBL4072	P07858	Cathepsin B	95.59%	93.67%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.61%	90.08%
CHEMBL3310	Q96DB2	Histone deacetylase 11	94.33%	88.56%
CHEMBL1937	Q92769	Histone deacetylase 2	94.22%	94.75%
CHEMBL3837	P07711	Cathepsin L	94.18%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.17%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.12%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.01%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.95%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.78%	89.00%
CHEMBL1255126	O15151	Protein Mdm4	87.71%	90.20%
CHEMBL4644	P41968	Melanocortin receptor 3	87.40%	99.52%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.58%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.40%	99.23%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	85.00%	92.67%
CHEMBL2535	P11166	Glucose transporter	84.31%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.20%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.25%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.70%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.82%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.23%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 155802332
• LOTUS: LTS0272537
• wikiData: Q104246643