Vicibactin

Details

• Internal ID: 0f382639-4fc7-40b3-a1d6-cb5f550e8814
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: N-[(2R,9R,12R,19R,22R,29R)-19,29-diacetamido-5,15,25-trihydroxy-2,12,22-trimethyl-4,10,14,20,24,30-hexaoxo-1,11,21-trioxa-5,15,25-triazacyclotriacont-9-yl]acetamide
• InChI: InChI=1S/C33H54N6O15/c1-19-16-28(43)37(49)13-8-11-26(35-23(5)41)32(47)53-21(3)18-30(45)39(51)15-9-12-27(36-24(6)42)33(48)54-20(2)17-29(44)38(50)14-7-10-25(31(46)52-19)34-22(4)40/h19-21,25-27,49-51H,7-18H2,1-6H3,(H,34,40)(H,35,41)(H,36,42)/t19-,20-,21-,25-,26-,27-/m1/s1
• InChI Key: NEZSNYPOAQRZDV-ZXXBMJRBSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄N₆O₁₅
• Molecular Weight: 774.80 g/mol
• Exact Mass: 774.36471504 g/mol
• Topological Polar Surface Area (TPSA): 288.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -0.53
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7292	72.92%
Caco-2	-	0.8442	84.42%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5843	58.43%
OATP2B1 inhibitior	+	0.7154	71.54%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.9280	92.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6722	67.22%
P-glycoprotein inhibitior	+	0.7351	73.51%
P-glycoprotein substrate	+	0.5398	53.98%
CYP3A4 substrate	+	0.5265	52.65%
CYP2C9 substrate	-	0.8202	82.02%
CYP2D6 substrate	-	0.8545	85.45%
CYP3A4 inhibition	-	0.6422	64.22%
CYP2C9 inhibition	-	0.8498	84.98%
CYP2C19 inhibition	-	0.8506	85.06%
CYP2D6 inhibition	-	0.8998	89.98%
CYP1A2 inhibition	-	0.9030	90.30%
CYP2C8 inhibition	-	0.9692	96.92%
CYP inhibitory promiscuity	-	0.9887	98.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.4579	45.79%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.7654	76.54%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5959	59.59%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.7689	76.89%
skin sensitisation	-	0.8591	85.91%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6483	64.83%
Acute Oral Toxicity (c)	III	0.6066	60.66%
Estrogen receptor binding	+	0.7643	76.43%
Androgen receptor binding	+	0.6927	69.27%
Thyroid receptor binding	+	0.5428	54.28%
Glucocorticoid receptor binding	+	0.6410	64.10%
Aromatase binding	+	0.6468	64.68%
PPAR gamma	+	0.6547	65.47%
Honey bee toxicity	-	0.9191	91.91%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.5089	50.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.53%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.64%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.23%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.47%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.39%	93.04%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.80%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	80.55%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101941096
• LOTUS: LTS0214342
• wikiData: Q75058910