cyclo[N(Me)Ile-ObAla(2R-Me,3S-pentyl)-Val-N(Me)Phe-OVal-Pro]

Details

• Internal ID: 7308500d-8692-4ea8-a382-268e22b3f964
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3S,6S,9S,12R,13S,16S,19S)-6-benzyl-16-[(2S)-butan-2-yl]-7,12,17-trimethyl-13-pentyl-3,9-di(propan-2-yl)-4,14-dioxa-1,7,10,17-tetrazabicyclo[17.3.0]docosane-2,5,8,11,15,18-hexone
• SMILES (Canonical): CCCCCC1C(C(=O)NC(C(=O)N(C(C(=O)OC(C(=O)N2CCCC2C(=O)N(C(C(=O)O1)C(C)CC)C)C(C)C)CC3=CC=CC=C3)C)C(C)C)C
• SMILES (Isomeric): CCCCC[C@H]1[C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)O[C@H](C(=O)N2CCC[C@H]2C(=O)N([C@H](C(=O)O1)[C@@H](C)CC)C)C(C)C)CC3=CC=CC=C3)C)C(C)C)C
• InChI: InChI=1S/C41H64N4O8/c1-11-13-15-22-32-28(8)36(46)42-33(25(3)4)38(48)43(9)31(24-29-19-16-14-17-20-29)40(50)53-35(26(5)6)39(49)45-23-18-21-30(45)37(47)44(10)34(27(7)12-2)41(51)52-32/h14,16-17,19-20,25-28,30-35H,11-13,15,18,21-24H2,1-10H3,(H,42,46)/t27-,28+,30-,31-,32-,33-,34-,35-/m0/s1
• InChI Key: NIFSOTSGUFBSPF-MJZFXANDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄N₄O₈
• Molecular Weight: 741.00 g/mol
• Exact Mass: 740.47241501 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 4.77
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6651	66.51%
Caco-2	-	0.8030	80.30%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4416	44.16%
OATP2B1 inhibitior	+	0.5755	57.55%
OATP1B1 inhibitior	+	0.8252	82.52%
OATP1B3 inhibitior	+	0.9147	91.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9260	92.60%
P-glycoprotein inhibitior	+	0.8137	81.37%
P-glycoprotein substrate	+	0.8508	85.08%
CYP3A4 substrate	+	0.6835	68.35%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	-	0.8067	80.67%
CYP3A4 inhibition	-	0.9267	92.67%
CYP2C9 inhibition	-	0.8330	83.30%
CYP2C19 inhibition	-	0.7813	78.13%
CYP2D6 inhibition	-	0.9157	91.57%
CYP1A2 inhibition	-	0.8571	85.71%
CYP2C8 inhibition	+	0.5973	59.73%
CYP inhibitory promiscuity	-	0.9479	94.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9236	92.36%
Skin irritation	-	0.8021	80.21%
Skin corrosion	-	0.9143	91.43%
Ames mutagenesis	-	0.7191	71.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.3924	39.24%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.7319	73.19%
skin sensitisation	-	0.8946	89.46%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7361	73.61%
Acute Oral Toxicity (c)	III	0.7557	75.57%
Estrogen receptor binding	+	0.7574	75.74%
Androgen receptor binding	+	0.6989	69.89%
Thyroid receptor binding	+	0.5275	52.75%
Glucocorticoid receptor binding	+	0.7377	73.77%
Aromatase binding	+	0.6014	60.14%
PPAR gamma	+	0.7479	74.79%
Honey bee toxicity	-	0.8249	82.49%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5850	58.50%
Fish aquatic toxicity	+	0.8417	84.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.90%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.40%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.30%	97.25%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.19%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.11%	95.56%
CHEMBL1978	P11511	Cytochrome P450 19A1	95.85%	91.76%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	94.33%	82.38%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.16%	97.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.07%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.87%	95.89%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	89.79%	90.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.54%	94.45%
CHEMBL5203	P33316	dUTP pyrophosphatase	89.26%	99.18%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.14%	93.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.59%	93.56%
CHEMBL1902	P62942	FK506-binding protein 1A	87.56%	97.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.24%	86.33%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.84%	95.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.86%	85.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.76%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.62%	97.14%
CHEMBL1949	P62937	Cyclophilin A	84.08%	98.57%
CHEMBL240	Q12809	HERG	83.48%	89.76%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.35%	93.03%
CHEMBL333	P08253	Matrix metalloproteinase-2	83.34%	96.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.69%	97.09%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.56%	98.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.76%	99.23%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.71%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.86%	95.89%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.16%	96.25%

Plants that contains it

• Mitragyna hirsuta
• Mitragyna inermis
• Quassia undulata
• Uncaria attenuata
• Uncaria borneensis
• Uncaria macrophylla
• Uncaria rhynchophylla
• Uncaria sinensis
• Uncaria tomentosa

Cross-Links

• PubChem: 162925012
• LOTUS: LTS0260224
• wikiData: Q104958292