Des-phenylalanine-anantin

Details

• Internal ID: e7b09100-baeb-42ba-9efc-68a4135c8b46
• Taxonomy: Organic Polymers > Polypeptides
• IUPAC Name: (2S)-2-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-4-amino-2-[[2-[[(2S)-2-[[2-[[(2S,3S)-2-[[(2S)-2-[(2-aminoacetyl)amino]-3-phenylpropanoyl]amino]-3-methylpentanoyl]amino]acetyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]acetyl]amino]-4-oxobutanoyl]amino]-3-carboxypropanoyl]amino]-3-methylpentanoyl]amino]-3-phenylpropanoyl]amino]acetyl]amino]-3-(4H-imidazol-4-yl)propanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-hydroxypropanoyl]amino]acetyl]amino]butanedioic acid
• SMILES (Canonical): CCC(C)C(C(=O)NCC(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)NCC(=O)NC(CC(=O)N)C(=O)NC(CC(=O)O)C(=O)NC(C(C)CC)C(=O)NC(CC3=CC=CC=C3)C(=O)NCC(=O)NC(CC4C=NC=N4)C(=O)NC(CC5=CC=C(C=C5)O)C(=O)NC(CO)C(=O)NCC(=O)NC(CC(=O)O)C(=O)O)NC(=O)C(CC6=CC=CC=C6)NC(=O)CN
• SMILES (Isomeric): CC[C@H](C)[C@@H](C(=O)NCC(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)NCC(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)NCC(=O)N[C@@H](CC4C=NC=N4)C(=O)N[C@@H](CC5=CC=C(C=C5)O)C(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H](CC(=O)O)C(=O)O)NC(=O)[C@H](CC6=CC=CC=C6)NC(=O)CN
• InChI: InChI=1S/C81H104N20O24/c1-5-42(3)69(100-77(120)53(91-62(105)33-82)26-45-17-11-8-12-18-45)79(122)89-39-65(108)92-55(28-47-34-85-51-20-14-13-19-50(47)51)72(115)87-37-64(107)94-57(30-61(83)104)76(119)97-58(31-67(110)111)78(121)101-70(43(4)6-2)80(123)98-52(25-44-15-9-7-10-16-44)71(114)86-36-63(106)93-56(29-48-35-84-41-90-48)75(118)96-54(27-46-21-23-49(103)24-22-46)74(117)99-60(40-102)73(116)88-38-66(109)95-59(81(124)125)32-68(112)113/h7-24,34-35,41-43,48,52-60,69-70,85,102-103H,5-6,25-33,36-40,82H2,1-4H3,(H2,83,104)(H,86,114)(H,87,115)(H,88,116)(H,89,122)(H,91,105)(H,92,108)(H,93,106)(H,94,107)(H,95,109)(H,96,118)(H,97,119)(H,98,123)(H,99,117)(H,100,120)(H,101,121)(H,110,111)(H,112,113)(H,124,125)/t42-,43-,48?,52-,53-,54-,55-,56-,57-,58-,59-,60-,69-,70-/m0/s1
• InChI Key: XJIRKQKGXLBEJR-USPUVUMISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₈₁H₁₀₄N₂₀O₂₄
• Molecular Weight: 1741.80 g/mol
• Exact Mass: 1740.75323426 g/mol
• Topological Polar Surface Area (TPSA): 698.00 Ų
• XlogP: -5.10
• Atomic LogP (AlogP): -6.23
• H-Bond Acceptor: 24
• H-Bond Donor: 23
• Rotatable Bonds: 52

Synonyms

• Des-phenylalanine-anantin
• 133658-46-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9500	95.00%
Caco-2	-	0.8657	86.57%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.3229	32.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8308	83.08%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.9455	94.55%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9629	96.29%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8282	82.82%
CYP3A4 substrate	+	0.7313	73.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8324	83.24%
CYP3A4 inhibition	-	0.9004	90.04%
CYP2C9 inhibition	-	0.8495	84.95%
CYP2C19 inhibition	-	0.8339	83.39%
CYP2D6 inhibition	-	0.8637	86.37%
CYP1A2 inhibition	-	0.8345	83.45%
CYP2C8 inhibition	+	0.8224	82.24%
CYP inhibitory promiscuity	-	0.8792	87.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5935	59.35%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8954	89.54%
Skin irritation	-	0.7943	79.43%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7170	71.70%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5791	57.91%
skin sensitisation	-	0.8626	86.26%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8845	88.45%
Acute Oral Toxicity (c)	III	0.5687	56.87%
Estrogen receptor binding	-	0.5395	53.95%
Androgen receptor binding	+	0.7532	75.32%
Thyroid receptor binding	+	0.7911	79.11%
Glucocorticoid receptor binding	+	0.8325	83.25%
Aromatase binding	+	0.8043	80.43%
PPAR gamma	+	0.7509	75.09%
Honey bee toxicity	-	0.7018	70.18%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.4381	43.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.91%	98.95%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	99.72%	97.23%
CHEMBL1255126	O15151	Protein Mdm4	99.35%	90.20%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.02%	91.11%
CHEMBL3837	P07711	Cathepsin L	97.78%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.34%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.68%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	94.95%	97.21%
CHEMBL221	P23219	Cyclooxygenase-1	94.66%	90.17%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	94.54%	88.42%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.34%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.31%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	94.01%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.55%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.89%	83.82%
CHEMBL2535	P11166	Glucose transporter	92.57%	98.75%
CHEMBL3176	O43603	Galanin receptor 2	92.23%	98.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.17%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.96%	94.45%
CHEMBL2514	O95665	Neurotensin receptor 2	91.91%	100.00%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	91.64%	100.00%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	91.62%	96.67%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.54%	96.95%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	91.47%	97.53%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	91.33%	89.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	91.26%	100.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.16%	97.64%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	90.92%	96.28%
CHEMBL259	P32245	Melanocortin receptor 4	89.77%	95.38%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	89.03%	82.86%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	88.26%	95.48%
CHEMBL1914	P06276	Butyrylcholinesterase	87.66%	95.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.45%	94.23%
CHEMBL3663	P62993	Growth factor receptor-bound protein 2	85.14%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.04%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.82%	94.75%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.36%	98.33%
CHEMBL4644	P41968	Melanocortin receptor 3	82.92%	99.52%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.65%	89.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.57%	91.71%
CHEMBL340	P08684	Cytochrome P450 3A4	81.45%	91.19%
CHEMBL1781	P11387	DNA topoisomerase I	81.35%	97.00%
CHEMBL4123	P30989	Neurotensin receptor 1	80.11%	96.67%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.03%	96.37%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.02%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16131384
• LOTUS: LTS0091727
• wikiData: Q105328995