Clavariopsin D

Details

• Internal ID: 234b34a1-619b-4cd0-a515-72814a3e5a85
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 2-[(3R,6S,9S,15S,18S,21S,24S,27S,30S)-15-[(2S)-butan-2-yl]-6-[(4-methoxyphenyl)methyl]-10,16,19,22,28-pentamethyl-2,5,8,11,14,17,20,23,26,29-decaoxo-3,9,18,24,27-penta(propan-2-yl)-4-oxa-1,7,10,13,16,19,22,25,28-nonazabicyclo[28.4.0]tetratriacontan-21-yl]acetic acid
• SMILES (Canonical): CCC(C)C1C(=O)NCC(=O)N(C(C(=O)NC(C(=O)OC(C(=O)N2CCCCC2C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)N(C(C(=O)N1C)C(C)C)C)CC(=O)O)C)C(C)C)C(C)C)C)C(C)C)CC3=CC=C(C=C3)OC)C(C)C)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)NCC(=O)N([C@H](C(=O)N[C@H](C(=O)O[C@@H](C(=O)N2CCCC[C@H]2C(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N1C)C(C)C)C)CC(=O)O)C)C(C)C)C(C)C)C)C(C)C)CC3=CC=C(C=C3)OC)C(C)C)C
• InChI: InChI=1S/C58H93N9O14/c1-19-36(12)48-50(71)59-30-42(68)63(14)45(32(4)5)51(72)60-39(28-37-23-25-38(80-18)26-24-37)58(79)81-49(35(10)11)57(78)67-27-21-20-22-40(67)53(74)64(15)46(33(6)7)52(73)61-44(31(2)3)55(76)62(13)41(29-43(69)70)54(75)65(16)47(34(8)9)56(77)66(48)17/h23-26,31-36,39-41,44-49H,19-22,27-30H2,1-18H3,(H,59,71)(H,60,72)(H,61,73)(H,69,70)/t36-,39-,40-,41-,44-,45-,46-,47-,48-,49+/m0/s1
• InChI Key: QQADUBFHFOQUDI-HPNSOWIOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₃N₉O₁₄
• Molecular Weight: 1140.40 g/mol
• Exact Mass: 1139.68419867 g/mol
• Topological Polar Surface Area (TPSA): 282.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 13
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

• CHEMBL4550043

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6048	60.48%
Caco-2	-	0.8609	86.09%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Lysosomes	0.5848	58.48%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8053	80.53%
OATP1B3 inhibitior	+	0.9206	92.06%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8611	86.11%
P-glycoprotein inhibitior	+	0.7489	74.89%
P-glycoprotein substrate	+	0.8790	87.90%
CYP3A4 substrate	+	0.7299	72.99%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.8208	82.08%
CYP3A4 inhibition	-	0.7574	75.74%
CYP2C9 inhibition	-	0.7450	74.50%
CYP2C19 inhibition	-	0.6848	68.48%
CYP2D6 inhibition	-	0.8443	84.43%
CYP1A2 inhibition	-	0.9409	94.09%
CYP2C8 inhibition	+	0.7086	70.86%
CYP inhibitory promiscuity	-	0.9478	94.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6255	62.55%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9007	90.07%
Skin irritation	-	0.7855	78.55%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3872	38.72%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.5104	51.04%
skin sensitisation	-	0.8910	89.10%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.9199	91.99%
Acute Oral Toxicity (c)	III	0.6718	67.18%
Estrogen receptor binding	+	0.8090	80.90%
Androgen receptor binding	+	0.7415	74.15%
Thyroid receptor binding	+	0.6118	61.18%
Glucocorticoid receptor binding	+	0.7107	71.07%
Aromatase binding	+	0.6634	66.34%
PPAR gamma	+	0.8113	81.13%
Honey bee toxicity	-	0.7563	75.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7619	76.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.76%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.71%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.89%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.33%	85.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	94.93%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.92%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.71%	95.89%
CHEMBL4208	P20618	Proteasome component C5	93.55%	90.00%
CHEMBL3837	P07711	Cathepsin L	92.65%	96.61%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	91.52%	82.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.29%	97.25%
CHEMBL1902	P62942	FK506-binding protein 1A	90.22%	97.05%
CHEMBL4588	P22894	Matrix metalloproteinase 8	89.84%	94.66%
CHEMBL221	P23219	Cyclooxygenase-1	89.69%	90.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.79%	90.24%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.72%	97.64%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.62%	97.14%
CHEMBL333	P08253	Matrix metalloproteinase-2	86.40%	96.31%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.08%	100.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	85.23%	96.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.07%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.87%	91.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.84%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.78%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.27%	92.62%
CHEMBL2443	P49862	Kallikrein 7	82.42%	94.00%
CHEMBL4616	Q92847	Ghrelin receptor	82.29%	92.00%
CHEMBL1801	P00747	Plasminogen	82.22%	92.44%
CHEMBL4071	P08311	Cathepsin G	81.73%	94.64%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.73%	99.18%
CHEMBL2535	P11166	Glucose transporter	81.73%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.68%	93.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.31%	92.88%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.18%	91.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.26%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145720978
• LOTUS: LTS0047749
• wikiData: Q105225701