(3R)-3-[(1S,4R,7S,14S,17S,20R,23S,31R)-7-tert-butyl-26,27-dichloro-12,31-dihydroxy-17-(methoxymethyl)-4-(1-methylcyclopropyl)-2,5,8,15,18,21-hexaoxo-6-oxa-3,9,10,16,19,22,24-heptazapentacyclo[20.10.0.09,14.023,31.025,30]dotriaconta-10,25(30),26,28-tetraen-20-yl]-3-hydroxypropanoic acid

Details

• Internal ID: d9f7c507-f86a-4de5-864a-b0cdb3b57000
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3R)-3-[(1S,4R,7S,14S,17S,20R,23S,31R)-7-tert-butyl-26,27-dichloro-12,31-dihydroxy-17-(methoxymethyl)-4-(1-methylcyclopropyl)-2,5,8,15,18,21-hexaoxo-6-oxa-3,9,10,16,19,22,24-heptazapentacyclo[20.10.0.09,14.023,31.025,30]dotriaconta-10,25(30),26,28-tetraen-20-yl]-3-hydroxypropanoic acid
• SMILES (Canonical): CC1(CC1)C2C(=O)OC(C(=O)N3C(CC(C=N3)O)C(=O)NC(C(=O)NC(C(=O)N4C(CC5(C4NC6=C5C=CC(=C6Cl)Cl)O)C(=O)N2)C(CC(=O)O)O)COC)C(C)(C)C
• SMILES (Isomeric): CC1(CC1)[C@@H]2C(=O)O[C@H](C(=O)N3[C@@H](CC(C=N3)O)C(=O)N[C@H](C(=O)N[C@@H](C(=O)N4[C@@H](C[C@@]5([C@H]4NC6=C5C=CC(=C6Cl)Cl)O)C(=O)N2)[C@@H](CC(=O)O)O)COC)C(C)(C)C
• InChI: InChI=1S/C37H47Cl2N7O13/c1-35(2,3)27-32(55)46-19(10-15(47)13-40-46)29(52)41-18(14-58-5)28(51)42-25(21(48)11-22(49)50)31(54)45-20(30(53)44-26(33(56)59-27)36(4)8-9-36)12-37(57)16-6-7-17(38)23(39)24(16)43-34(37)45/h6-7,13,15,18-21,25-27,34,43,47-48,57H,8-12,14H2,1-5H3,(H,41,52)(H,42,51)(H,44,53)(H,49,50)/t15?,18-,19-,20-,21+,25+,26-,27+,34-,37+/m0/s1
• InChI Key: ZIRIUMCQSORLJA-RMDRTFJASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₇Cl₂N₇O₁₃
• Molecular Weight: 868.70 g/mol
• Exact Mass: 867.2608900 g/mol
• Topological Polar Surface Area (TPSA): 286.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.81
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9278	92.78%
Caco-2	-	0.8566	85.66%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5516	55.16%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8236	82.36%
OATP1B3 inhibitior	+	0.9315	93.15%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8673	86.73%
P-glycoprotein inhibitior	+	0.7451	74.51%
P-glycoprotein substrate	+	0.7728	77.28%
CYP3A4 substrate	+	0.7560	75.60%
CYP2C9 substrate	-	0.7985	79.85%
CYP2D6 substrate	-	0.8528	85.28%
CYP3A4 inhibition	-	0.6134	61.34%
CYP2C9 inhibition	-	0.6504	65.04%
CYP2C19 inhibition	-	0.6681	66.81%
CYP2D6 inhibition	-	0.8601	86.01%
CYP1A2 inhibition	-	0.7453	74.53%
CYP2C8 inhibition	+	0.7253	72.53%
CYP inhibitory promiscuity	-	0.7503	75.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.5464	54.64%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.9109	91.09%
Skin irritation	-	0.7650	76.50%
Skin corrosion	-	0.9228	92.28%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4229	42.29%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.8280	82.80%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.7535	75.35%
Acute Oral Toxicity (c)	III	0.6080	60.80%
Estrogen receptor binding	+	0.8065	80.65%
Androgen receptor binding	+	0.7565	75.65%
Thyroid receptor binding	+	0.6366	63.66%
Glucocorticoid receptor binding	+	0.6722	67.22%
Aromatase binding	+	0.6184	61.84%
PPAR gamma	+	0.7737	77.37%
Honey bee toxicity	-	0.7412	74.12%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5938	59.38%
Fish aquatic toxicity	+	0.9118	91.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.42%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.14%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.88%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.48%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.30%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.22%	97.09%
CHEMBL2581	P07339	Cathepsin D	96.16%	98.95%
CHEMBL222	P23975	Norepinephrine transporter	94.67%	96.06%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.96%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	90.46%	100.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	89.09%	95.69%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.01%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.83%	95.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	87.53%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.67%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.33%	97.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.16%	96.90%
CHEMBL5957	P21589	5'-nucleotidase	84.00%	97.78%
CHEMBL204	P00734	Thrombin	83.89%	96.01%
CHEMBL228	P31645	Serotonin transporter	82.59%	95.51%
CHEMBL3384	Q16512	Protein kinase N1	82.10%	80.71%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.08%	90.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.04%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16099517
• LOTUS: LTS0038450
• wikiData: Q77372572