cyclo[N(Me)Leu-bAla-OLeu-Pro-Phe-D-N(Me)aIle]

Details

• Internal ID: 9242b6cf-ffb7-4ea1-90a6-1ddd274530af
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3S,10S,13R,16S,19S)-16-benzyl-13-[(2S)-butan-2-yl]-11,14-dimethyl-3,10-bis(2-methylpropyl)-4-oxa-1,8,11,14,17-pentazabicyclo[17.3.0]docosane-2,5,9,12,15,18-hexone
• SMILES (Canonical): CCC(C)C1C(=O)N(C(C(=O)NCCC(=O)OC(C(=O)N2CCCC2C(=O)NC(C(=O)N1C)CC3=CC=CC=C3)CC(C)C)CC(C)C)C
• SMILES (Isomeric): CC[C@H](C)[C@@H]1C(=O)N([C@H](C(=O)NCCC(=O)O[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N1C)CC3=CC=CC=C3)CC(C)C)CC(C)C)C
• InChI: InChI=1S/C37H57N5O7/c1-9-25(6)32-37(48)40(7)29(20-23(2)3)33(44)38-18-17-31(43)49-30(21-24(4)5)36(47)42-19-13-16-28(42)34(45)39-27(35(46)41(32)8)22-26-14-11-10-12-15-26/h10-12,14-15,23-25,27-30,32H,9,13,16-22H2,1-8H3,(H,38,44)(H,39,45)/t25-,27-,28-,29-,30-,32+/m0/s1
• InChI Key: MDOMEJMFUHIERW-CCWZFZQHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₇N₅O₇
• Molecular Weight: 683.90 g/mol
• Exact Mass: 683.42579917 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8114	81.14%
Caco-2	-	0.7928	79.28%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Lysosomes	0.6790	67.90%
OATP2B1 inhibitior	+	0.5772	57.72%
OATP1B1 inhibitior	+	0.8372	83.72%
OATP1B3 inhibitior	+	0.9178	91.78%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9542	95.42%
P-glycoprotein inhibitior	+	0.8156	81.56%
P-glycoprotein substrate	+	0.8038	80.38%
CYP3A4 substrate	+	0.6673	66.73%
CYP2C9 substrate	-	0.5779	57.79%
CYP2D6 substrate	-	0.8150	81.50%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.7923	79.23%
CYP2C19 inhibition	-	0.7363	73.63%
CYP2D6 inhibition	-	0.9034	90.34%
CYP1A2 inhibition	-	0.9362	93.62%
CYP2C8 inhibition	+	0.5424	54.24%
CYP inhibitory promiscuity	-	0.9384	93.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6270	62.70%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9338	93.38%
Skin irritation	-	0.7974	79.74%
Skin corrosion	-	0.9220	92.20%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3783	37.83%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5732	57.32%
skin sensitisation	-	0.8944	89.44%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7563	75.63%
Acute Oral Toxicity (c)	III	0.6417	64.17%
Estrogen receptor binding	+	0.7736	77.36%
Androgen receptor binding	+	0.6358	63.58%
Thyroid receptor binding	+	0.5715	57.15%
Glucocorticoid receptor binding	+	0.7252	72.52%
Aromatase binding	+	0.5669	56.69%
PPAR gamma	+	0.7493	74.93%
Honey bee toxicity	-	0.8201	82.01%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8224	82.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.24%	96.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.05%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.75%	95.56%
CHEMBL3524	P56524	Histone deacetylase 4	93.68%	92.97%
CHEMBL333	P08253	Matrix metalloproteinase-2	93.16%	96.31%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	92.91%	82.38%
CHEMBL255	P29275	Adenosine A2b receptor	90.22%	98.59%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.06%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.01%	97.25%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.81%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.88%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	88.79%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.24%	86.33%
CHEMBL1902	P62942	FK506-binding protein 1A	87.85%	97.05%
CHEMBL3202	P48147	Prolyl endopeptidase	87.81%	90.65%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.30%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.02%	94.45%
CHEMBL4616	Q92847	Ghrelin receptor	86.72%	92.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.52%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.29%	93.03%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	84.16%	95.34%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.35%	97.14%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.32%	99.18%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.04%	99.23%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.77%	90.93%
CHEMBL228	P31645	Serotonin transporter	82.64%	95.51%
CHEMBL4588	P22894	Matrix metalloproteinase 8	82.42%	94.66%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.90%	92.67%
CHEMBL3401	O75469	Pregnane X receptor	80.32%	94.73%
CHEMBL217	P14416	Dopamine D2 receptor	80.31%	95.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162856271
• LOTUS: LTS0010468
• wikiData: Q105161868