Ulleungamide B

Details

• Internal ID: 3d073790-abc3-453a-9809-f03f43a3ccbb
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2S)-4-[[(2R)-1-[[(3S,10R,13S,15R,23S,24R,29R,30S,31S)-10-benzyl-15,29,30-trihydroxy-24,31-dimethyl-2,9,12,19,22,26-hexaoxo-25-oxa-1,8,11,18,21-pentazatetracyclo[25.4.0.03,8.013,18]hentriacont-27-en-23-yl]amino]-1-oxo-3-phenylpropan-2-yl]-methylamino]-4-oxo-2-propan-2-ylbutanoic acid
• SMILES (Canonical): CC1C(C(C=C2N1C(=O)C3CCCCN3C(=O)C(NC(=O)C4CC(CCN4C(=O)CNC(=O)C(C(OC2=O)C)NC(=O)C(CC5=CC=CC=C5)N(C)C(=O)CC(C(C)C)C(=O)O)O)CC6=CC=CC=C6)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H](C=C2N1C(=O)[C@@H]3CCCCN3C(=O)[C@H](NC(=O)[C@@H]4C[C@@H](CCN4C(=O)CNC(=O)[C@H]([C@H](OC2=O)C)NC(=O)[C@@H](CC5=CC=CC=C5)N(C)C(=O)C[C@@H](C(C)C)C(=O)O)O)CC6=CC=CC=C6)O)O
• InChI: InChI=1S/C51H67N7O14/c1-28(2)34(50(69)70)25-41(61)55(5)37(23-32-16-10-7-11-17-32)45(64)54-43-30(4)72-51(71)39-26-40(60)44(63)29(3)58(39)49(68)36-18-12-13-20-57(36)48(67)35(22-31-14-8-6-9-15-31)53-46(65)38-24-33(59)19-21-56(38)42(62)27-52-47(43)66/h6-11,14-17,26,28-30,33-38,40,43-44,59-60,63H,12-13,18-25,27H2,1-5H3,(H,52,66)(H,53,65)(H,54,64)(H,69,70)/t29-,30+,33+,34-,35+,36-,37+,38-,40+,43-,44-/m0/s1
• InChI Key: YFKVTEVQXHWJGL-KZLZXRLPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₆₇N₇O₁₄
• Molecular Weight: 1002.10 g/mol
• Exact Mass: 1001.47459984 g/mol
• Topological Polar Surface Area (TPSA): 293.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): -0.35
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6590	65.90%
Caco-2	-	0.8664	86.64%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6396	63.96%
OATP2B1 inhibitior	-	0.7171	71.71%
OATP1B1 inhibitior	+	0.8271	82.71%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.9046	90.46%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9522	95.22%
P-glycoprotein inhibitior	+	0.7451	74.51%
P-glycoprotein substrate	+	0.8726	87.26%
CYP3A4 substrate	+	0.7451	74.51%
CYP2C9 substrate	+	0.6018	60.18%
CYP2D6 substrate	-	0.8692	86.92%
CYP3A4 inhibition	-	0.8613	86.13%
CYP2C9 inhibition	-	0.9085	90.85%
CYP2C19 inhibition	-	0.8967	89.67%
CYP2D6 inhibition	-	0.9049	90.49%
CYP1A2 inhibition	-	0.9064	90.64%
CYP2C8 inhibition	+	0.7323	73.23%
CYP inhibitory promiscuity	-	0.9902	99.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5278	52.78%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.7576	75.76%
Skin corrosion	-	0.9282	92.82%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6681	66.81%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.6049	60.49%
skin sensitisation	-	0.8698	86.98%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.6635	66.35%
Acute Oral Toxicity (c)	III	0.6299	62.99%
Estrogen receptor binding	+	0.8272	82.72%
Androgen receptor binding	+	0.7497	74.97%
Thyroid receptor binding	+	0.6398	63.98%
Glucocorticoid receptor binding	+	0.6630	66.30%
Aromatase binding	+	0.5580	55.80%
PPAR gamma	+	0.7976	79.76%
Honey bee toxicity	-	0.6714	67.14%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8393	83.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.82%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.69%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.54%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.46%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.98%	90.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.90%	97.64%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	92.76%	93.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.73%	85.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.16%	90.08%
CHEMBL221	P23219	Cyclooxygenase-1	91.73%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.68%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.35%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.19%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.59%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.63%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	86.02%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.68%	99.17%
CHEMBL333	P08253	Matrix metalloproteinase-2	84.38%	96.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.58%	91.11%
CHEMBL4801	P29466	Caspase-1	82.80%	96.85%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.41%	95.83%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.98%	91.71%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	81.70%	85.83%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.58%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.39%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	80.44%	94.73%
CHEMBL2535	P11166	Glucose transporter	80.36%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122234934
• LOTUS: LTS0198183
• wikiData: Q105347642