Clavariopsin I

Details

• Internal ID: 04724919-b9b8-475f-93b1-8d1578182484
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 2-[(3R,6S,9S,15S,18S,21S,24S,27S,30S)-15,18-bis[(2S)-butan-2-yl]-6-[(4-methoxyphenyl)methyl]-10,16,19,22,28-pentamethyl-24-(2-methylpropyl)-2,5,8,11,14,17,20,23,26,29-decaoxo-3,9,27-tri(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)CC)C)CC(=O)O)C)CC(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@@H](C)CC)C)CC(=O)O)C)CC(C)C)C(C)C)C)C(C)C)CC3=CC=C(C=C3)OC)C(C)C)C
• InChI: InChI=1S/C60H97N9O14/c1-19-37(11)49-52(73)61-32-45(70)65(14)47(34(5)6)53(74)63-42(30-39-24-26-40(82-18)27-25-39)60(81)83-51(36(9)10)59(80)69-28-22-21-23-43(69)56(77)66(15)48(35(7)8)54(75)62-41(29-33(3)4)55(76)64(13)44(31-46(71)72)57(78)68(17)50(38(12)20-2)58(79)67(49)16/h24-27,33-38,41-44,47-51H,19-23,28-32H2,1-18H3,(H,61,73)(H,62,75)(H,63,74)(H,71,72)/t37-,38-,41-,42-,43-,44-,47-,48-,49-,50-,51+/m0/s1
• InChI Key: MHMIETPGIXSGTI-WDOHEIGZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₇N₉O₁₄
• Molecular Weight: 1168.50 g/mol
• Exact Mass: 1167.71549880 g/mol
• Topological Polar Surface Area (TPSA): 282.00 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 13
• H-Bond Donor: 4
• Rotatable Bonds: 14

Synonyms

• CHEMBL4475669

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6048	60.48%
Caco-2	-	0.8601	86.01%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Lysosomes	0.5848	58.48%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8140	81.40%
OATP1B3 inhibitior	+	0.9206	92.06%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9153	91.53%
P-glycoprotein inhibitior	+	0.7480	74.80%
P-glycoprotein substrate	+	0.8834	88.34%
CYP3A4 substrate	+	0.7319	73.19%
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	+	0.7052	70.52%
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	-	0.8999	89.99%
Skin irritation	-	0.7855	78.55%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6525	65.25%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.5604	56.04%
skin sensitisation	-	0.8910	89.10%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.9286	92.86%
Acute Oral Toxicity (c)	III	0.6718	67.18%
Estrogen receptor binding	+	0.8048	80.48%
Androgen receptor binding	+	0.7540	75.40%
Thyroid receptor binding	+	0.6322	63.22%
Glucocorticoid receptor binding	+	0.7145	71.45%
Aromatase binding	+	0.6401	64.01%
PPAR gamma	+	0.8101	81.01%
Honey bee toxicity	-	0.7489	74.89%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
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
CHEMBL2581	P07339	Cathepsin D	99.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.69%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.86%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	94.93%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.86%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.48%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.03%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.64%	95.89%
CHEMBL4208	P20618	Proteasome component C5	92.65%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	92.20%	90.24%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	91.46%	82.38%
CHEMBL3837	P07711	Cathepsin L	90.56%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	89.52%	90.17%
CHEMBL1902	P62942	FK506-binding protein 1A	89.49%	97.05%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.98%	97.64%
CHEMBL333	P08253	Matrix metalloproteinase-2	88.59%	96.31%
CHEMBL4588	P22894	Matrix metalloproteinase 8	87.77%	94.66%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.71%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.35%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.09%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.87%	91.71%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.56%	95.00%
CHEMBL2535	P11166	Glucose transporter	84.24%	98.75%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.61%	91.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.28%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.41%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.80%	93.56%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	81.14%	90.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.11%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.90%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.72%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.38%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145720976
• LOTUS: LTS0039050
• wikiData: Q105163869