Cyclolinopeptide G

Details

• Internal ID: 2079df5f-e800-49d2-8c2a-209e0c3a621f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,12S,15S,18S,21S,24S)-18,21-dibenzyl-12-butan-2-yl-15-(1H-indol-3-ylmethyl)-6-(2-methylpropyl)-3,9-bis(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)CCS(=O)C)CC(C)C)CCS(=O)C
• SMILES (Isomeric): CCC(C)[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CC3=CNC4=CC=CC=C43)CC5=CC=CC=C5)CC6=CC=CC=C6)CCS(=O)C)CC(C)C)CCS(=O)C
• InChI: InChI=1S/C56H75N9O10S2/c1-7-35(4)48-55(72)58-41(24-27-76(5)74)49(66)60-43(29-34(2)3)50(67)59-42(25-28-77(6)75)56(73)65-26-16-23-47(65)54(71)63-45(31-37-19-12-9-13-20-37)52(69)61-44(30-36-17-10-8-11-18-36)51(68)62-46(53(70)64-48)32-38-33-57-40-22-15-14-21-39(38)40/h8-15,17-22,33-35,41-48,57H,7,16,23-32H2,1-6H3,(H,58,72)(H,59,67)(H,60,66)(H,61,69)(H,62,68)(H,63,71)(H,64,70)/t35?,41-,42-,43-,44-,45-,46-,47-,48-,76?,77?/m0/s1
• InChI Key: MGTCVHJATWUGDT-VAFFMOIVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₇₅N₉O₁₀S₂
• Molecular Weight: 1098.40 g/mol
• Exact Mass: 1097.50783197 g/mol
• Topological Polar Surface Area (TPSA): 312.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 16

Synonyms

• (3S,6S,9S,12S,15S,18S,21S,26aS)-3,6-dibenzyl-12-(butan-2-yl)-9-(1H-indol-3-ylmethyl)-15,21-bis(2-methanesulfinylethyl)-18-(2-methylpropyl)-hexacosahydropyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-1,4,7,10,13,16,19,22-octone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9647	96.47%
Caco-2	-	0.8676	86.76%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.3759	37.59%
OATP2B1 inhibitior	-	0.5712	57.12%
OATP1B1 inhibitior	+	0.8628	86.28%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	0.8035	80.35%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9869	98.69%
P-glycoprotein inhibitior	+	0.7571	75.71%
P-glycoprotein substrate	+	0.8438	84.38%
CYP3A4 substrate	+	0.7049	70.49%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8140	81.40%
CYP3A4 inhibition	-	0.6375	63.75%
CYP2C9 inhibition	-	0.7064	70.64%
CYP2C19 inhibition	-	0.7953	79.53%
CYP2D6 inhibition	-	0.8588	85.88%
CYP1A2 inhibition	-	0.8406	84.06%
CYP2C8 inhibition	+	0.5400	54.00%
CYP inhibitory promiscuity	-	0.9107	91.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.6387	63.87%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.7710	77.10%
Skin corrosion	-	0.9203	92.03%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7248	72.48%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.6341	63.41%
skin sensitisation	-	0.8589	85.89%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6012	60.12%
Acute Oral Toxicity (c)	III	0.6290	62.90%
Estrogen receptor binding	+	0.7993	79.93%
Androgen receptor binding	+	0.5771	57.71%
Thyroid receptor binding	+	0.6192	61.92%
Glucocorticoid receptor binding	+	0.6092	60.92%
Aromatase binding	+	0.6004	60.04%
PPAR gamma	+	0.7723	77.23%
Honey bee toxicity	-	0.7428	74.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9596	95.96%

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%
CHEMBL333	P08253	Matrix metalloproteinase-2	98.73%	96.31%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	98.07%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.71%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.72%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.64%	95.56%
CHEMBL1978	P11511	Cytochrome P450 19A1	95.04%	91.76%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	94.58%	90.71%
CHEMBL3310	Q96DB2	Histone deacetylase 11	92.80%	88.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.78%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.45%	97.09%
CHEMBL3524	P56524	Histone deacetylase 4	92.15%	92.97%
CHEMBL5203	P33316	dUTP pyrophosphatase	92.11%	99.18%
CHEMBL321	P14780	Matrix metalloproteinase 9	91.35%	92.12%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.35%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	91.14%	94.75%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	91.12%	82.38%
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	88.05%	94.45%
CHEMBL228	P31645	Serotonin transporter	86.98%	95.51%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.45%	93.99%
CHEMBL221	P23219	Cyclooxygenase-1	85.38%	90.17%
CHEMBL3202	P48147	Prolyl endopeptidase	85.10%	90.65%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.64%	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%
CHEMBL1951	P21397	Monoamine oxidase A	81.35%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.27%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.11%	96.47%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	81.01%	99.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.64%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.62%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.34%	97.25%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.29%	91.43%

Plants that contains it

• Linum usitatissimum

Cross-Links

• PubChem: 6398539
• LOTUS: LTS0235646
• wikiData: Q105163571