cyclo(-Leu(1)-Pro(2)-Tyr(3)-Phe(4)-Pro(5)-Gly(6)-)

Details

• Internal ID: 678c8616-e29e-4b11-9ee1-7e10544254c9
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,6S,9S,15S,21S)-3-benzyl-6-[(4-hydroxyphenyl)methyl]-15-(2-methylpropyl)-1,4,7,13,16,19-hexazatricyclo[19.3.0.09,13]tetracosane-2,5,8,14,17,20-hexone
• SMILES (Canonical): CC(C)CC1C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)NCC(=O)N1)CC4=CC=CC=C4)CC5=CC=C(C=C5)O
• SMILES (Isomeric): CC(C)C[C@H]1C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N3CCC[C@H]3C(=O)NCC(=O)N1)CC4=CC=CC=C4)CC5=CC=C(C=C5)O
• InChI: InChI=1S/C36H46N6O7/c1-22(2)18-27-35(48)42-17-7-11-30(42)34(47)39-26(19-24-12-14-25(43)15-13-24)32(45)40-28(20-23-8-4-3-5-9-23)36(49)41-16-6-10-29(41)33(46)37-21-31(44)38-27/h3-5,8-9,12-15,22,26-30,43H,6-7,10-11,16-21H2,1-2H3,(H,37,46)(H,38,44)(H,39,47)(H,40,45)/t26-,27-,28-,29-,30-/m0/s1
• InChI Key: YDLHKSVFBRKLJF-IIZANFQQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₆N₆O₇
• Molecular Weight: 674.80 g/mol
• Exact Mass: 674.34279783 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8965	89.65%
Caco-2	-	0.8678	86.78%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7396	73.96%
OATP2B1 inhibitior	-	0.7082	70.82%
OATP1B1 inhibitior	+	0.8717	87.17%
OATP1B3 inhibitior	+	0.9423	94.23%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7814	78.14%
BSEP inhibitior	+	0.9601	96.01%
P-glycoprotein inhibitior	+	0.7851	78.51%
P-glycoprotein substrate	+	0.8799	87.99%
CYP3A4 substrate	+	0.6351	63.51%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.8177	81.77%
CYP2C9 inhibition	-	0.8127	81.27%
CYP2C19 inhibition	-	0.6459	64.59%
CYP2D6 inhibition	-	0.8979	89.79%
CYP1A2 inhibition	-	0.9846	98.46%
CYP2C8 inhibition	+	0.5322	53.22%
CYP inhibitory promiscuity	-	0.9290	92.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6552	65.52%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9358	93.58%
Skin irritation	-	0.7892	78.92%
Skin corrosion	-	0.9340	93.40%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4450	44.50%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	-	0.9110	91.10%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6214	62.14%
Acute Oral Toxicity (c)	III	0.6974	69.74%
Estrogen receptor binding	+	0.7864	78.64%
Androgen receptor binding	+	0.7332	73.32%
Thyroid receptor binding	+	0.5673	56.73%
Glucocorticoid receptor binding	+	0.6892	68.92%
Aromatase binding	+	0.5417	54.17%
PPAR gamma	+	0.7774	77.74%
Honey bee toxicity	-	0.8686	86.86%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8752	87.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.86%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.65%	85.14%
CHEMBL3524	P56524	Histone deacetylase 4	97.50%	92.97%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	95.26%	90.93%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.75%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.79%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.38%	95.56%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	92.49%	82.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.41%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.66%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.01%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.20%	93.00%
CHEMBL1902	P62942	FK506-binding protein 1A	87.42%	97.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.77%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.62%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.82%	97.25%
CHEMBL3202	P48147	Prolyl endopeptidase	83.90%	90.65%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.69%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.58%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.53%	91.71%
CHEMBL4447	Q9Y337	Kallikrein 5	81.68%	87.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.50%	90.71%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.06%	99.18%

Plants that contains it

• Gypsophila arabica

Cross-Links

• PubChem: 102476187
• LOTUS: LTS0117154
• wikiData: Q105346805