Ac-Nle-Asp(1)-His-Phe-Arg-Trp-Lys(1)-NH2

Details

• Internal ID: 12878699-b21b-49d9-87b9-51ef9996eef4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,12S,15S,23S)-15-[[(2S)-2-acetamidohexanoyl]amino]-9-benzyl-6-[3-(diaminomethylideneamino)propyl]-12-(1H-imidazol-5-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexazacyclotricosane-23-carboxamide
• SMILES (Canonical): CCCCC(C(=O)NC1CC(=O)NCCCCC(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)CC2=CN=CN2)CC3=CC=CC=C3)CCCN=C(N)N)CC4=CNC5=CC=CC=C54)C(=O)N)NC(=O)C
• SMILES (Isomeric): CCCC[C@@H](C(=O)N[C@H]1CC(=O)NCCCC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC1=O)CC2=CN=CN2)CC3=CC=CC=C3)CCCN=C(N)N)CC4=CNC5=CC=CC=C54)C(=O)N)NC(=O)C
• InChI: InChI=1S/C50H69N15O9/c1-3-4-16-36(59-29(2)66)44(69)65-41-25-42(67)55-20-11-10-18-35(43(51)68)60-47(72)39(23-31-26-57-34-17-9-8-15-33(31)34)63-45(70)37(19-12-21-56-50(52)53)61-46(71)38(22-30-13-6-5-7-14-30)62-48(73)40(64-49(41)74)24-32-27-54-28-58-32/h5-9,13-15,17,26-28,35-41,57H,3-4,10-12,16,18-25H2,1-2H3,(H2,51,68)(H,54,58)(H,55,67)(H,59,66)(H,60,72)(H,61,71)(H,62,73)(H,63,70)(H,64,74)(H,65,69)(H4,52,53,56)/t35-,36-,37-,38-,39-,40-,41-/m0/s1
• InChI Key: JDKLPDJLXHXHNV-IFLLZMBLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₆₉N₁₅O₉
• Molecular Weight: 1024.20 g/mol
• Exact Mass: 1023.54026884 g/mol
• Topological Polar Surface Area (TPSA): 385.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.25
• H-Bond Acceptor: 11
• H-Bond Donor: 13
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9436	94.36%
Caco-2	-	0.8720	87.20%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.3579	35.79%
OATP2B1 inhibitior	-	0.7089	70.89%
OATP1B1 inhibitior	+	0.8378	83.78%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.6409	64.09%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9639	96.39%
P-glycoprotein inhibitior	+	0.7540	75.40%
P-glycoprotein substrate	+	0.8820	88.20%
CYP3A4 substrate	+	0.7432	74.32%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	-	0.8475	84.75%
CYP3A4 inhibition	-	0.7777	77.77%
CYP2C9 inhibition	-	0.7530	75.30%
CYP2C19 inhibition	-	0.7393	73.93%
CYP2D6 inhibition	-	0.8471	84.71%
CYP1A2 inhibition	-	0.8728	87.28%
CYP2C8 inhibition	+	0.7752	77.52%
CYP inhibitory promiscuity	-	0.9146	91.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6324	63.24%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9028	90.28%
Skin irritation	-	0.7785	77.85%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7112	71.12%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8587	85.87%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7609	76.09%
Acute Oral Toxicity (c)	III	0.5872	58.72%
Estrogen receptor binding	+	0.7868	78.68%
Androgen receptor binding	+	0.6537	65.37%
Thyroid receptor binding	+	0.6274	62.74%
Glucocorticoid receptor binding	+	0.5550	55.50%
Aromatase binding	+	0.6664	66.64%
PPAR gamma	+	0.7087	70.87%
Honey bee toxicity	-	0.7214	72.14%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9024	90.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4644	P41968	Melanocortin receptor 3	99.94%	99.52%
CHEMBL259	P32245	Melanocortin receptor 4	99.83%	95.38%
CHEMBL2581	P07339	Cathepsin D	99.81%	98.95%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	99.74%	97.64%
CHEMBL4608	P33032	Melanocortin receptor 5	99.59%	97.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.35%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.18%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	99.15%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	98.54%	90.17%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	97.73%	91.81%
CHEMBL1951	P21397	Monoamine oxidase A	96.36%	91.49%
CHEMBL255	P29275	Adenosine A2b receptor	95.99%	98.59%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.57%	90.08%
CHEMBL2535	P11166	Glucose transporter	95.26%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.21%	94.45%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	94.94%	88.42%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	94.93%	92.88%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	94.70%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.67%	97.09%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	94.66%	98.24%
CHEMBL3310	Q96DB2	Histone deacetylase 11	93.52%	88.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.27%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	92.98%	93.03%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	92.48%	98.33%
CHEMBL1255126	O15151	Protein Mdm4	92.09%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.83%	99.17%
CHEMBL2327	P21452	Neurokinin 2 receptor	91.71%	98.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.26%	99.23%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.50%	100.00%
CHEMBL1293287	P14735	Insulin-degrading enzyme	87.64%	88.10%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.51%	97.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.83%	93.56%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	86.79%	82.86%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.10%	95.56%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	85.77%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.44%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.12%	96.90%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.74%	85.14%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.60%	93.10%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	83.13%	97.23%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	82.55%	85.83%
CHEMBL3837	P07711	Cathepsin L	82.54%	96.61%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	82.39%	90.71%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.25%	83.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.03%	95.56%
CHEMBL1075317	P61964	WD repeat-containing protein 5	81.92%	96.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.60%	89.00%
CHEMBL5028	O14672	ADAM10	81.56%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.16%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.99%	94.62%

Plants that contains it

• Salvia miltiorrhiza

Cross-Links

• PubChem: 10534061
• NPASS: NPC89146