[D-Leu1]MC-HilR

Details

• Internal ID: ed80767b-92fb-4c91-aa8d-55ab6c641f80
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,12S,15S,18S,19S,22R)-15-[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,12,19-trimethyl-8-[(2S)-2-methylbutyl]-2-methylidene-5-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• SMILES (Canonical): CCC(C)CC1C(=O)NC(C(C(=O)NC(C(=O)NC(C(C(=O)NC(CCC(=O)N(C(=C)C(=O)NC(C(=O)N1)CC(C)C)C)C(=O)O)C)C=CC(=CC(C)C(CC2=CC=CC=C2)OC)C)CCCN=C(N)N)C)C(=O)O
• SMILES (Isomeric): CC[C@H](C)C[C@H]1C(=O)N[C@H]([C@@H](C(=O)N[C@H](C(=O)N[C@H]([C@@H](C(=O)N[C@H](CCC(=O)N(C(=C)C(=O)N[C@@H](C(=O)N1)CC(C)C)C)C(=O)O)C)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C)CCCN=C(N)N)C)C(=O)O
• InChI: InChI=1S/C53H82N10O12/c1-12-30(4)27-41-50(70)62-44(52(73)74)34(8)46(66)58-38(19-16-24-56-53(54)55)48(68)57-37(21-20-31(5)26-32(6)42(75-11)28-36-17-14-13-15-18-36)33(7)45(65)59-39(51(71)72)22-23-43(64)63(10)35(9)47(67)60-40(25-29(2)3)49(69)61-41/h13-15,17-18,20-21,26,29-30,32-34,37-42,44H,9,12,16,19,22-25,27-28H2,1-8,10-11H3,(H,57,68)(H,58,66)(H,59,65)(H,60,67)(H,61,69)(H,62,70)(H,71,72)(H,73,74)(H4,54,55,56)/b21-20+,31-26+/t30-,32-,33-,34-,37-,38-,39+,40+,41-,42-,44+/m0/s1
• InChI Key: YDQPVIVPYIKYPZ-FRZRWRADSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₂N₁₀O₁₂
• Molecular Weight: 1051.30 g/mol
• Exact Mass: 1050.61136809 g/mol
• Topological Polar Surface Area (TPSA): 343.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 11
• H-Bond Donor: 10
• Rotatable Bonds: 18

Synonyms

• CHEBI:221117
• NS00114589
• (5R,8S,11R,12S,15S,18S,19S,22R)-15-[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,12,19-trimethyl-8-[(2S)-2-methylbutyl]-2-methylidene-5-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6147	61.47%
Caco-2	-	0.8647	86.47%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5691	56.91%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8200	82.00%
OATP1B3 inhibitior	+	0.9224	92.24%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9176	91.76%
P-glycoprotein inhibitior	+	0.7454	74.54%
P-glycoprotein substrate	+	0.8626	86.26%
CYP3A4 substrate	+	0.7362	73.62%
CYP2C9 substrate	+	0.5767	57.67%
CYP2D6 substrate	-	0.8663	86.63%
CYP3A4 inhibition	-	0.7377	73.77%
CYP2C9 inhibition	-	0.7047	70.47%
CYP2C19 inhibition	-	0.6673	66.73%
CYP2D6 inhibition	-	0.8812	88.12%
CYP1A2 inhibition	-	0.7398	73.98%
CYP2C8 inhibition	+	0.7786	77.86%
CYP inhibitory promiscuity	-	0.9207	92.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6007	60.07%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.8994	89.94%
Skin irritation	-	0.7610	76.10%
Skin corrosion	-	0.9165	91.65%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7256	72.56%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.8268	82.68%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7717	77.17%
Acute Oral Toxicity (c)	I	0.7457	74.57%
Estrogen receptor binding	+	0.7406	74.06%
Androgen receptor binding	+	0.7568	75.68%
Thyroid receptor binding	+	0.6459	64.59%
Glucocorticoid receptor binding	+	0.7003	70.03%
Aromatase binding	+	0.6676	66.76%
PPAR gamma	+	0.8002	80.02%
Honey bee toxicity	-	0.6842	68.42%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8894	88.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.96%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.83%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.65%	96.09%
CHEMBL3837	P07711	Cathepsin L	98.36%	96.61%
CHEMBL4072	P07858	Cathepsin B	97.59%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.05%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.76%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.17%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.77%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.58%	91.11%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.57%	97.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.91%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.87%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.64%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.52%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.40%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	86.59%	90.20%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.34%	96.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.68%	93.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.21%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.90%	90.17%
CHEMBL2535	P11166	Glucose transporter	81.86%	98.75%
CHEMBL4644	P41968	Melanocortin receptor 3	81.60%	99.52%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684768
• LOTUS: LTS0202584
• wikiData: Q104246682