(3S,6S,12S,14Z,16R,18S)-6-[(4-hydroxy-3-iodophenyl)methyl]-7,12,14,16,18-pentamethyl-3-propan-2-yl-1-oxa-4,7,10-triazacyclooctadec-14-ene-2,5,8,11-tetrone

Details

• Internal ID: 4a820f0e-282f-4347-9e3f-c71960ac80fd
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3S,6S,12S,14Z,16R,18S)-6-[(4-hydroxy-3-iodophenyl)methyl]-7,12,14,16,18-pentamethyl-3-propan-2-yl-1-oxa-4,7,10-triazacyclooctadec-14-ene-2,5,8,11-tetrone
• SMILES (Canonical): CC1CC(OC(=O)C(NC(=O)C(N(C(=O)CNC(=O)C(CC(=C1)C)C)C)CC2=CC(=C(C=C2)O)I)C(C)C)C
• SMILES (Isomeric): C[C@@H]/1C[C@@H](OC(=O)[C@@H](NC(=O)[C@@H](N(C(=O)CNC(=O)[C@H](C/C(=C1)/C)C)C)CC2=CC(=C(C=C2)O)I)C(C)C)C
• InChI: InChI=1S/C29H42IN3O6/c1-16(2)26-29(38)39-20(6)12-18(4)10-17(3)11-19(5)27(36)31-15-25(35)33(7)23(28(37)32-26)14-21-8-9-24(34)22(30)13-21/h8-10,13,16,18-20,23,26,34H,11-12,14-15H2,1-7H3,(H,31,36)(H,32,37)/b17-10-/t18-,19-,20-,23-,26-/m0/s1
• InChI Key: HADLOGUIGHOPEZ-CBLDDHNLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₂IN₃O₆
• Molecular Weight: 655.60 g/mol
• Exact Mass: 655.21183 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8973	89.73%
Caco-2	-	0.7835	78.35%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5423	54.23%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8214	82.14%
OATP1B3 inhibitior	+	0.9165	91.65%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8493	84.93%
P-glycoprotein inhibitior	+	0.7614	76.14%
P-glycoprotein substrate	+	0.8277	82.77%
CYP3A4 substrate	+	0.6761	67.61%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	-	0.8386	83.86%
CYP3A4 inhibition	-	0.7337	73.37%
CYP2C9 inhibition	-	0.7963	79.63%
CYP2C19 inhibition	-	0.6507	65.07%
CYP2D6 inhibition	-	0.8802	88.02%
CYP1A2 inhibition	-	0.8091	80.91%
CYP2C8 inhibition	+	0.6150	61.50%
CYP inhibitory promiscuity	-	0.9006	90.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7434	74.34%
Carcinogenicity (trinary)	Non-required	0.5724	57.24%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9479	94.79%
Skin irritation	-	0.7680	76.80%
Skin corrosion	-	0.9234	92.34%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4254	42.54%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5307	53.07%
skin sensitisation	-	0.8399	83.99%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.9011	90.11%
Acute Oral Toxicity (c)	III	0.6079	60.79%
Estrogen receptor binding	+	0.6940	69.40%
Androgen receptor binding	+	0.7195	71.95%
Thyroid receptor binding	+	0.5515	55.15%
Glucocorticoid receptor binding	+	0.7471	74.71%
Aromatase binding	+	0.5288	52.88%
PPAR gamma	+	0.7141	71.41%
Honey bee toxicity	-	0.7679	76.79%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9669	96.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.56%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.23%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.27%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.94%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.09%	91.11%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.09%	90.08%
CHEMBL1951	P21397	Monoamine oxidase A	94.00%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.98%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.04%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.96%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.16%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.52%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.51%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.40%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.82%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.59%	90.71%
CHEMBL2535	P11166	Glucose transporter	85.18%	98.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.12%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.13%	86.33%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	82.75%	99.09%
CHEMBL1937	Q92769	Histone deacetylase 2	81.77%	94.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.47%	93.03%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.00%	86.92%
CHEMBL1949	P62937	Cyclophilin A	80.50%	98.57%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	80.48%	96.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.47%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101917216
• LOTUS: LTS0011497
• wikiData: Q105024803