(2S)-2-[[(1S,4S,10S,13S,19S,22S,25S,29R,30S,33S,44R)-30-[[(2S)-1,3-dihydroxy-2-[[(2S)-1-hydroxy-2-(1-hydroxyethylideneamino)-3-(4-hydroxyphenyl)propylidene]amino]propylidene]amino]-2,11,21,24,31,34,41,47-octahydroxy-4-[(4-hydroxyphenyl)methyl]-22-(1H-indol-3-ylmethyl)-29-methyl-33-(2-methylpropyl)-5,16,27,45-tetraoxo-15,28-dioxa-3,6,12,20,23,32,35,40,46-nonazatetracyclo[17.16.10.213,25.06,10]heptatetraconta-2,11,20,23,31,34,40,46-octaen-44-yl]amino]-3-(4-hydroxyphenyl)propanoic acid

Details

• Internal ID: 09c3a90b-c53d-4a65-a814-15e5257e390c
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S)-2-[[(1S,4S,10S,13S,19S,22S,25S,29R,30S,33S,44R)-30-[[(2S)-1,3-dihydroxy-2-[[(2S)-1-hydroxy-2-(1-hydroxyethylideneamino)-3-(4-hydroxyphenyl)propylidene]amino]propylidene]amino]-2,11,21,24,31,34,41,47-octahydroxy-4-[(4-hydroxyphenyl)methyl]-22-(1H-indol-3-ylmethyl)-29-methyl-33-(2-methylpropyl)-5,16,27,45-tetraoxo-15,28-dioxa-3,6,12,20,23,32,35,40,46-nonazatetracyclo[17.16.10.213,25.06,10]heptatetraconta-2,11,20,23,31,34,40,46-octaen-44-yl]amino]-3-(4-hydroxyphenyl)propanoic acid
• SMILES (Canonical): CC1C(C(=NC(C(=NC2CCCCN=C(CCC(C(=O)C3CCC(=O)OCC(C(=NC(CC(=O)O1)C(=NC(C(=N3)O)CC4=CNC5=CC=CC=C54)O)O)N=C(C6CCCN6C(=O)C(N=C2O)CC7=CC=C(C=C7)O)O)NC(CC8=CC=C(C=C8)O)C(=O)O)O)O)CC(C)C)O)N=C(C(CO)N=C(C(CC9=CC=C(C=C9)O)N=C(C)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H](C(=N[C@H](C(=N[C@H]2CCCCN=C(CC[C@H](C(=O)[C@@H]3CCC(=O)OC[C@@H](C(=N[C@@H](CC(=O)O1)C(=N[C@H](C(=N3)O)CC4=CNC5=CC=CC=C54)O)O)N=C([C@@H]6CCCN6C(=O)[C@@H](N=C2O)CC7=CC=C(C=C7)O)O)N[C@@H](CC8=CC=C(C=C8)O)C(=O)O)O)O)CC(C)C)O)N=C([C@H](CO)N=C([C@H](CC9=CC=C(C=C9)O)N=C(C)O)O)O
• InChI: InChI=1S/C80H100N14O23/c1-41(2)32-56-71(105)86-55-12-7-8-30-81-65(100)28-26-53(84-61(80(114)115)35-46-18-24-50(99)25-19-46)69(103)54-27-29-66(101)116-40-63(92-77(111)64-13-9-31-94(64)79(113)60(90-70(55)104)34-45-16-22-49(98)23-17-45)76(110)88-59(74(108)87-58(73(107)85-54)36-47-38-82-52-11-6-5-10-51(47)52)37-67(102)117-42(3)68(78(112)89-56)93-75(109)62(39-95)91-72(106)57(83-43(4)96)33-44-14-20-48(97)21-15-44/h5-6,10-11,14-25,38,41-42,53-64,68,82,84,95,97-99H,7-9,12-13,26-37,39-40H2,1-4H3,(H,81,100)(H,83,96)(H,85,107)(H,86,105)(H,87,108)(H,88,110)(H,89,112)(H,90,104)(H,91,106)(H,92,111)(H,93,109)(H,114,115)/t42-,53-,54+,55+,56+,57+,58+,59+,60+,61+,62+,63+,64+,68+/m1/s1
• InChI Key: NFNSLVJFCIPOAU-SOBUNMMOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₀H₁₀₀N₁₄O₂₃
• Molecular Weight: 1625.70 g/mol
• Exact Mass: 1624.70857549 g/mol
• Topological Polar Surface Area (TPSA): 595.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 7.43
• H-Bond Acceptor: 23
• H-Bond Donor: 18
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6723	67.23%
Caco-2	-	0.8584	85.84%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Nucleus	0.3803	38.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8067	80.67%
OATP1B3 inhibitior	+	0.9240	92.40%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9797	97.97%
P-glycoprotein inhibitior	+	0.7421	74.21%
P-glycoprotein substrate	+	0.8580	85.80%
CYP3A4 substrate	+	0.7593	75.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8057	80.57%
CYP3A4 inhibition	-	0.6854	68.54%
CYP2C9 inhibition	-	0.8713	87.13%
CYP2C19 inhibition	-	0.8481	84.81%
CYP2D6 inhibition	-	0.8516	85.16%
CYP1A2 inhibition	-	0.9288	92.88%
CYP2C8 inhibition	+	0.8461	84.61%
CYP inhibitory promiscuity	-	0.7399	73.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6042	60.42%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8957	89.57%
Skin irritation	-	0.7850	78.50%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	-	0.5428	54.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7064	70.64%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.5270	52.70%
skin sensitisation	-	0.8733	87.33%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8184	81.84%
Acute Oral Toxicity (c)	III	0.5744	57.44%
Estrogen receptor binding	-	0.5131	51.31%
Androgen receptor binding	+	0.7698	76.98%
Thyroid receptor binding	+	0.8062	80.62%
Glucocorticoid receptor binding	+	0.8378	83.78%
Aromatase binding	+	0.7696	76.96%
PPAR gamma	+	0.8021	80.21%
Honey bee toxicity	-	0.6290	62.90%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9226	92.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.97%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	99.70%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.34%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.54%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.93%	94.45%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.99%	97.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.34%	85.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.41%	90.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.73%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.72%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.70%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.44%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.88%	89.00%
CHEMBL2535	P11166	Glucose transporter	92.88%	98.75%
CHEMBL4040	P28482	MAP kinase ERK2	91.15%	83.82%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.71%	88.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.44%	91.71%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	88.01%	95.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.39%	93.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.84%	97.09%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	85.56%	91.81%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.94%	100.00%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	83.68%	82.50%
CHEMBL3837	P07711	Cathepsin L	83.15%	96.61%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.08%	96.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.94%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	82.86%	90.20%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.84%	90.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.36%	90.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.88%	93.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.44%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.40%	97.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.38%	95.83%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.30%	94.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.18%	96.47%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	80.04%	95.48%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683627
• LOTUS: LTS0019104
• wikiData: Q104203124