Bonnevillamide B

Details

• Internal ID: d2ac09f9-85f7-45a6-b5ef-1f908589bc83
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2S)-1-[(2S)-2-[[(2S)-2-[[(2S,4S,5R)-1-[(2S)-2-[[(2S,3R)-2-[[(Z)-3-(3,5-dichloro-4-methoxyphenyl)-2-hydroxyprop-2-enoyl]amino]-3-hydroxybutanoyl]amino]-4-methylpentanoyl]-4-hydroxy-5-methylpyrrolidine-2-carbonyl]amino]-4-methylpentanoyl]-hydroxyamino]-3-methylbutanoyl]pyrrolidine-2-carboxylic acid
• SMILES (Canonical): CC1C(CC(N1C(=O)C(CC(C)C)NC(=O)C(C(C)O)NC(=O)C(=CC2=CC(=C(C(=C2)Cl)OC)Cl)O)C(=O)NC(CC(C)C)C(=O)N(C(C(C)C)C(=O)N3CCCC3C(=O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H](C[C@H](N1C(=O)[C@H](CC(C)C)NC(=O)[C@H]([C@@H](C)O)NC(=O)/C(=C/C2=CC(=C(C(=C2)Cl)OC)Cl)/O)C(=O)N[C@@H](CC(C)C)C(=O)N([C@@H](C(C)C)C(=O)N3CCC[C@H]3C(=O)O)O)O
• InChI: InChI=1S/C42H62Cl2N6O13/c1-19(2)13-27(46-38(56)33(23(8)51)47-37(55)32(53)17-24-15-25(43)35(63-9)26(44)16-24)39(57)49-22(7)31(52)18-30(49)36(54)45-28(14-20(3)4)40(58)50(62)34(21(5)6)41(59)48-12-10-11-29(48)42(60)61/h15-17,19-23,27-31,33-34,51-53,62H,10-14,18H2,1-9H3,(H,45,54)(H,46,56)(H,47,55)(H,60,61)/b32-17-/t22-,23-,27+,28+,29+,30+,31+,33+,34+/m1/s1
• InChI Key: AVTCVNMFVPXIBY-VZWBLCLLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₂Cl₂N₆O₁₃
• Molecular Weight: 929.90 g/mol
• Exact Mass: 928.3751914 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8257	82.57%
Caco-2	-	0.8631	86.31%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6948	69.48%
OATP2B1 inhibitior	-	0.7183	71.83%
OATP1B1 inhibitior	+	0.8257	82.57%
OATP1B3 inhibitior	+	0.9234	92.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8757	87.57%
P-glycoprotein inhibitior	+	0.7387	73.87%
P-glycoprotein substrate	+	0.8206	82.06%
CYP3A4 substrate	+	0.7287	72.87%
CYP2C9 substrate	-	0.6156	61.56%
CYP2D6 substrate	-	0.8519	85.19%
CYP3A4 inhibition	+	0.6089	60.89%
CYP2C9 inhibition	-	0.7438	74.38%
CYP2C19 inhibition	-	0.6493	64.93%
CYP2D6 inhibition	-	0.8624	86.24%
CYP1A2 inhibition	-	0.7788	77.88%
CYP2C8 inhibition	+	0.6131	61.31%
CYP inhibitory promiscuity	-	0.8421	84.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5900	59.00%
Carcinogenicity (trinary)	Non-required	0.5098	50.98%
Eye corrosion	-	0.9811	98.11%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.7566	75.66%
Skin corrosion	-	0.9169	91.69%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4608	46.08%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.6304	63.04%
skin sensitisation	-	0.8373	83.73%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.8048	80.48%
Acute Oral Toxicity (c)	III	0.6001	60.01%
Estrogen receptor binding	+	0.8209	82.09%
Androgen receptor binding	+	0.7191	71.91%
Thyroid receptor binding	+	0.6033	60.33%
Glucocorticoid receptor binding	+	0.6689	66.89%
Aromatase binding	+	0.6334	63.34%
PPAR gamma	+	0.7600	76.00%
Honey bee toxicity	-	0.7219	72.19%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9767	97.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.08%	96.09%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	98.02%	98.33%
CHEMBL4208	P20618	Proteasome component C5	97.29%	90.00%
CHEMBL3837	P07711	Cathepsin L	97.06%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	96.90%	90.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	96.12%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.61%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.47%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.64%	91.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	94.60%	90.24%
CHEMBL237	P41145	Kappa opioid receptor	94.36%	98.10%
CHEMBL340	P08684	Cytochrome P450 3A4	92.36%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.34%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.91%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.08%	100.00%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	89.82%	92.86%
CHEMBL5028	O14672	ADAM10	89.75%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.25%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.54%	95.89%
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	88.30%	95.71%
CHEMBL5203	P33316	dUTP pyrophosphatase	87.97%	99.18%
CHEMBL2514	O95665	Neurotensin receptor 2	86.96%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.87%	96.90%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	86.57%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.47%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.06%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.80%	93.10%
CHEMBL4073	P09237	Matrix metalloproteinase 7	85.42%	97.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.92%	86.33%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.75%	90.24%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.51%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.82%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.66%	96.95%
CHEMBL1873	P00750	Tissue-type plasminogen activator	83.35%	93.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.33%	89.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.64%	96.47%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.30%	97.21%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.20%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.34%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.23%	94.33%
CHEMBL332	P03956	Matrix metalloproteinase-1	80.42%	94.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.26%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590503
• LOTUS: LTS0219187
• wikiData: Q104919813