Dichotomin G

Details

• Internal ID: 58b39eca-64e4-4c68-bda9-76b24078f1c0
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,9S,12S,18S,21S,27S,30S,33S,36S)-33-benzyl-9-[(2S)-butan-2-yl]-27-(hydroxymethyl)-30-[(4-hydroxyphenyl)methyl]-18-(2-methylpropyl)-1,7,10,16,19,25,28,31,34-nonazapentacyclo[34.3.0.03,7.012,16.021,25]nonatriacontane-2,8,11,17,20,26,29,32,35-nonone
• SMILES (Canonical): CCC(C)C1C(=O)N2CCCC2C(=O)N3CCCC3C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N4CCCC4C(=O)NC(C(=O)N5CCCC5C(=O)N1)CC(C)C)CO)CC6=CC=C(C=C6)O)CC7=CC=CC=C7
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N2CCC[C@H]2C(=O)N3CCC[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N4CCC[C@H]4C(=O)N[C@H](C(=O)N5CCC[C@H]5C(=O)N1)CC(C)C)CO)CC6=CC=C(C=C6)O)CC7=CC=CC=C7
• InChI: InChI=1S/C53H73N9O11/c1-5-32(4)44-53(73)62-26-12-18-43(62)52(72)61-25-11-16-41(61)47(67)55-37(28-33-13-7-6-8-14-33)45(65)54-36(29-34-19-21-35(64)22-20-34)46(66)57-39(30-63)51(71)60-24-9-15-40(60)48(68)56-38(27-31(2)3)50(70)59-23-10-17-42(59)49(69)58-44/h6-8,13-14,19-22,31-32,36-44,63-64H,5,9-12,15-18,23-30H2,1-4H3,(H,54,65)(H,55,67)(H,56,68)(H,57,66)(H,58,69)/t32-,36-,37-,38-,39-,40-,41-,42-,43-,44-/m0/s1
• InChI Key: OABGNKVYCCCRCG-YFUSJSQUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₇₃N₉O₁₁
• Molecular Weight: 1012.20 g/mol
• Exact Mass: 1011.54295418 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

• 188655-40-5
• Cyclo(L-isoleucyl-L-prolyl-L-prolyl-L-phenylalanyl-L-tyrosyl-L-seryl-L-prolyl-L-leucyl-L-prolyl)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9506	95.06%
Caco-2	-	0.8700	87.00%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6959	69.59%
OATP2B1 inhibitior	-	0.7108	71.08%
OATP1B1 inhibitior	+	0.8424	84.24%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9087	90.87%
P-glycoprotein inhibitior	+	0.7485	74.85%
P-glycoprotein substrate	+	0.8380	83.80%
CYP3A4 substrate	+	0.6348	63.48%
CYP2C9 substrate	-	0.6108	61.08%
CYP2D6 substrate	-	0.7865	78.65%
CYP3A4 inhibition	-	0.6235	62.35%
CYP2C9 inhibition	-	0.8823	88.23%
CYP2C19 inhibition	-	0.8770	87.70%
CYP2D6 inhibition	-	0.8112	81.12%
CYP1A2 inhibition	-	0.9588	95.88%
CYP2C8 inhibition	+	0.5461	54.61%
CYP inhibitory promiscuity	-	0.9301	93.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6338	63.38%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9050	90.50%
Skin irritation	-	0.7940	79.40%
Skin corrosion	-	0.9365	93.65%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4097	40.97%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9054	90.54%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5440	54.40%
Acute Oral Toxicity (c)	III	0.6664	66.64%
Estrogen receptor binding	+	0.8242	82.42%
Androgen receptor binding	+	0.7413	74.13%
Thyroid receptor binding	+	0.5764	57.64%
Glucocorticoid receptor binding	+	0.5964	59.64%
Aromatase binding	+	0.5912	59.12%
PPAR gamma	+	0.7747	77.47%
Honey bee toxicity	-	0.8607	86.07%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9343	93.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.94%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.21%	96.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.40%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.19%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	93.95%	90.93%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	93.55%	82.38%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.88%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.65%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.44%	95.89%
CHEMBL3524	P56524	Histone deacetylase 4	92.09%	92.97%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.18%	97.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.62%	91.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.44%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.36%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.48%	97.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.30%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.14%	93.00%
CHEMBL1902	P62942	FK506-binding protein 1A	85.48%	97.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.89%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.20%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	83.10%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	82.96%	95.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.82%	93.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.73%	85.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.08%	100.00%
CHEMBL3202	P48147	Prolyl endopeptidase	80.80%	90.65%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.48%	95.34%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.05%	92.67%

Plants that contains it

• Stellaria dichotoma

Cross-Links

• PubChem: 10557956
• LOTUS: LTS0043762
• wikiData: Q105260028