Cyclolinopeptide D

Details

• Internal ID: 8cd99730-57c4-4383-b24c-3a07540ed30e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 18,21-dibenzyl-12-butan-2-yl-15-(1H-indol-3-ylmethyl)-3,6-bis(2-methylpropyl)-9-(2-methylsulfinylethyl)-1,4,7,10,13,16,19,22-octazabicyclo[22.3.0]heptacosane-2,5,8,11,14,17,20,23-octone
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CC3=CNC4=CC=CC=C43)CC5=CC=CC=C5)CC6=CC=CC=C6)CC(C)C)CC(C)C)CCS(=O)C
• SMILES (Isomeric): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CC3=CNC4=CC=CC=C43)CC5=CC=CC=C5)CC6=CC=CC=C6)CC(C)C)CC(C)C)CCS(=O)C
• InChI: InChI=1S/C57H77N9O9S/c1-8-36(6)49-56(73)59-42(25-27-76(7)75)50(67)60-43(28-34(2)3)51(68)64-47(29-35(4)5)57(74)66-26-17-24-48(66)55(72)63-45(31-38-20-13-10-14-21-38)53(70)61-44(30-37-18-11-9-12-19-37)52(69)62-46(54(71)65-49)32-39-33-58-41-23-16-15-22-40(39)41/h9-16,18-23,33-36,42-49,58H,8,17,24-32H2,1-7H3,(H,59,73)(H,60,67)(H,61,70)(H,62,69)(H,63,72)(H,64,68)(H,65,71)
• InChI Key: KUHQLWAMGHDHTC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₇₇N₉O₉S
• Molecular Weight: 1064.30 g/mol
• Exact Mass: 1063.55649624 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 9
• H-Bond Donor: 8
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9634	96.34%
Caco-2	-	0.8693	86.93%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.3888	38.88%
OATP2B1 inhibitior	-	0.5693	56.93%
OATP1B1 inhibitior	+	0.8648	86.48%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.8035	80.35%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9817	98.17%
P-glycoprotein inhibitior	+	0.7603	76.03%
P-glycoprotein substrate	+	0.8447	84.47%
CYP3A4 substrate	+	0.7050	70.50%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8140	81.40%
CYP3A4 inhibition	-	0.6521	65.21%
CYP2C9 inhibition	-	0.7028	70.28%
CYP2C19 inhibition	-	0.7943	79.43%
CYP2D6 inhibition	-	0.8533	85.33%
CYP1A2 inhibition	-	0.8282	82.82%
CYP2C8 inhibition	+	0.5430	54.30%
CYP inhibitory promiscuity	-	0.9059	90.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6900	69.00%
Carcinogenicity (trinary)	Non-required	0.6464	64.64%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9052	90.52%
Skin irritation	-	0.7701	77.01%
Skin corrosion	-	0.9195	91.95%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7345	73.45%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.6341	63.41%
skin sensitisation	-	0.8603	86.03%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.5853	58.53%
Acute Oral Toxicity (c)	III	0.6407	64.07%
Estrogen receptor binding	+	0.8104	81.04%
Androgen receptor binding	+	0.5643	56.43%
Thyroid receptor binding	+	0.6040	60.40%
Glucocorticoid receptor binding	+	0.6184	61.84%
Aromatase binding	+	0.6072	60.72%
PPAR gamma	+	0.7795	77.95%
Honey bee toxicity	-	0.7420	74.20%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9550	95.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.83%	98.95%
CHEMBL333	P08253	Matrix metalloproteinase-2	98.73%	96.31%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	98.21%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.72%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.72%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.64%	95.56%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	94.33%	90.71%
CHEMBL1978	P11511	Cytochrome P450 19A1	94.30%	91.76%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.74%	85.14%
CHEMBL3310	Q96DB2	Histone deacetylase 11	93.06%	88.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.45%	97.09%
CHEMBL5203	P33316	dUTP pyrophosphatase	92.11%	99.18%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	91.85%	82.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.73%	95.89%
CHEMBL321	P14780	Matrix metalloproteinase 9	91.35%	92.12%
CHEMBL3524	P56524	Histone deacetylase 4	91.34%	92.97%
CHEMBL1937	Q92769	Histone deacetylase 2	91.15%	94.75%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	90.32%	92.67%
CHEMBL1902	P62942	FK506-binding protein 1A	89.29%	97.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.75%	94.45%
CHEMBL3202	P48147	Prolyl endopeptidase	87.51%	90.65%
CHEMBL228	P31645	Serotonin transporter	86.98%	95.51%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.45%	93.99%
CHEMBL221	P23219	Cyclooxygenase-1	86.38%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.44%	97.25%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.00%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.66%	92.62%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.57%	96.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.13%	93.03%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	82.70%	95.48%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.27%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.62%	97.14%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.29%	91.43%

Plants that contains it

• Linum usitatissimum

Cross-Links

• PubChem: 85194475
• LOTUS: LTS0126107
• wikiData: Q105146155