Arbumelin

Details

• Internal ID: e54b4986-2d13-4309-b23c-e115e8eff5c5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,6S,9S,15R,18R,21S)-21-(hydroxymethyl)-9-[(4-hydroxyphenyl)methyl]-15-[(4-methoxyphenyl)methyl]-6-(2-methylpropyl)-3,18-di(propan-2-yl)-1,4,7,10,13,16,19,22,25-nonazacycloheptacosane-2,5,8,11,14,17,20,23,26-nonone
• SMILES (Canonical): CC(C)CC1C(=O)NC(C(=O)NCC(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)N1)CC2=CC=C(C=C2)O)CC3=CC=C(C=C3)OC)C(C)C)CO)C(C)C
• SMILES (Isomeric): CC(C)C[C@H]1C(=O)N[C@H](C(=O)NCC(=O)NCC(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)NCC(=O)N[C@H](C(=O)N1)CC2=CC=C(C=C2)O)CC3=CC=C(C=C3)OC)C(C)C)CO)C(C)C
• InChI: InChI=1S/C44H63N9O12/c1-23(2)16-30-41(61)52-37(24(3)4)43(63)47-19-34(56)45-20-35(57)49-33(22-54)42(62)53-38(25(5)6)44(64)51-31(17-27-10-14-29(65-7)15-11-27)39(59)46-21-36(58)48-32(40(60)50-30)18-26-8-12-28(55)13-9-26/h8-15,23-25,30-33,37-38,54-55H,16-22H2,1-7H3,(H,45,56)(H,46,59)(H,47,63)(H,48,58)(H,49,57)(H,50,60)(H,51,64)(H,52,61)(H,53,62)/t30-,31+,32-,33-,37-,38+/m0/s1
• InChI Key: NEYOGVGZRXFARK-PUSNUYKRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₃N₉O₁₂
• Molecular Weight: 910.00 g/mol
• Exact Mass: 909.45961848 g/mol
• Topological Polar Surface Area (TPSA): 312.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): -2.19
• H-Bond Acceptor: 12
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8648	86.48%
Caco-2	-	0.8729	87.29%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7820	78.20%
OATP2B1 inhibitior	-	0.5681	56.81%
OATP1B1 inhibitior	+	0.8693	86.93%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9459	94.59%
P-glycoprotein inhibitior	+	0.7576	75.76%
P-glycoprotein substrate	+	0.8443	84.43%
CYP3A4 substrate	+	0.6505	65.05%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	-	0.7918	79.18%
CYP3A4 inhibition	-	0.6099	60.99%
CYP2C9 inhibition	-	0.9001	90.01%
CYP2C19 inhibition	-	0.8205	82.05%
CYP2D6 inhibition	-	0.8213	82.13%
CYP1A2 inhibition	-	0.9057	90.57%
CYP2C8 inhibition	+	0.6438	64.38%
CYP inhibitory promiscuity	-	0.9509	95.09%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.6507	65.07%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9090	90.90%
Skin irritation	-	0.7947	79.47%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.6791	67.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7553	75.53%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.6332	63.32%
skin sensitisation	-	0.8997	89.97%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5562	55.62%
Acute Oral Toxicity (c)	III	0.7197	71.97%
Estrogen receptor binding	+	0.7959	79.59%
Androgen receptor binding	+	0.7685	76.85%
Thyroid receptor binding	+	0.5738	57.38%
Glucocorticoid receptor binding	+	0.5450	54.50%
Aromatase binding	+	0.5855	58.55%
PPAR gamma	+	0.7536	75.36%
Honey bee toxicity	-	0.7949	79.49%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.6620	66.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.95%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.13%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.81%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	95.81%	83.82%
CHEMBL226	P30542	Adenosine A1 receptor	94.92%	95.93%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	94.70%	96.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.41%	97.09%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	92.98%	99.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	92.71%	93.10%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	92.21%	89.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.00%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.75%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.26%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.14%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.72%	90.08%
CHEMBL4208	P20618	Proteasome component C5	88.54%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.12%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.93%	94.00%
CHEMBL2535	P11166	Glucose transporter	87.15%	98.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.11%	91.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.97%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.72%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	86.08%	94.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.60%	95.50%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.97%	93.99%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.86%	91.03%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.49%	86.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.98%	97.25%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.98%	85.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.59%	90.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122378264
• LOTUS: LTS0167280
• wikiData: Q105178290