Beauvenniatin B

Details

• Internal ID: 549456cf-7eb9-43f2-a138-64c3620cdf14
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3S,6R,9S,12R,15S,18R)-3-benzyl-4,10,16-trimethyl-6,9,12,15,18-penta(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
• SMILES (Canonical): CC(C)C1C(=O)OC(C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)OC(C(=O)N1C)C(C)C)CC2=CC=CC=C2)C)C(C)C)C(C)C)C)C(C)C
• SMILES (Isomeric): CC(C)[C@H]1C(=O)O[C@@H](C(=O)N([C@H](C(=O)O[C@@H](C(=O)N([C@H](C(=O)O[C@@H](C(=O)N1C)C(C)C)CC2=CC=CC=C2)C)C(C)C)C(C)C)C)C(C)C
• InChI: InChI=1S/C37H57N3O9/c1-20(2)27-36(45)48-29(22(5)6)32(41)38(11)26(19-25-17-15-14-16-18-25)35(44)47-30(23(7)8)33(42)39(12)28(21(3)4)37(46)49-31(24(9)10)34(43)40(27)13/h14-18,20-24,26-31H,19H2,1-13H3/t26-,27-,28-,29+,30+,31+/m0/s1
• InChI Key: HDFNBENXFQJWEM-JYMVZIKVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₇N₃O₉
• Molecular Weight: 687.90 g/mol
• Exact Mass: 687.40948040 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 3.74
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7672	76.72%
Caco-2	-	0.7141	71.41%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5091	50.91%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9035	90.35%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8276	82.76%
P-glycoprotein inhibitior	+	0.8393	83.93%
P-glycoprotein substrate	-	0.6250	62.50%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	-	0.8736	87.36%
CYP2C9 inhibition	-	0.9026	90.26%
CYP2C19 inhibition	-	0.8766	87.66%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.9331	93.31%
CYP2C8 inhibition	-	0.9504	95.04%
CYP inhibitory promiscuity	-	0.9609	96.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7807	78.07%
Carcinogenicity (trinary)	Non-required	0.6772	67.72%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9358	93.58%
Skin irritation	-	0.7675	76.75%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4767	47.67%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8984	89.84%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7462	74.62%
Nephrotoxicity	-	0.7222	72.22%
Acute Oral Toxicity (c)	III	0.6966	69.66%
Estrogen receptor binding	+	0.7073	70.73%
Androgen receptor binding	+	0.6450	64.50%
Thyroid receptor binding	+	0.5567	55.67%
Glucocorticoid receptor binding	+	0.7141	71.41%
Aromatase binding	+	0.5257	52.57%
PPAR gamma	+	0.6491	64.91%
Honey bee toxicity	-	0.9064	90.64%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.4336	43.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.98%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.31%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.82%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.29%	85.14%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	87.03%	85.94%
CHEMBL1978	P11511	Cytochrome P450 19A1	86.96%	91.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.87%	97.25%
CHEMBL4072	P07858	Cathepsin B	82.44%	93.67%
CHEMBL3401	O75469	Pregnane X receptor	82.27%	94.73%
CHEMBL3891	P07384	Calpain 1	80.65%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54768789
• LOTUS: LTS0152481
• wikiData: Q77571764