[D-Asp3]MC-LL

Details

• Internal ID: 8af8a3ab-c706-40ef-b0b1-3cc54330be8d
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,15S,18S,19S,22R)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,19-trimethyl-2-methylidene-8,15-bis(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• SMILES (Canonical): CC1C(NC(=O)C(NC(=O)CC(NC(=O)C(NC(=O)C(NC(=O)C(=C)N(C(=O)CCC(NC1=O)C(=O)O)C)C)CC(C)C)C(=O)O)CC(C)C)C=CC(=CC(C)C(CC2=CC=CC=C2)OC)C
• SMILES (Isomeric): C[C@H]1[C@@H](NC(=O)[C@@H](NC(=O)C[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)C(=C)N(C(=O)CC[C@@H](NC1=O)C(=O)O)C)C)CC(C)C)C(=O)O)CC(C)C)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C
• InChI: InChI=1S/C48H71N7O12/c1-26(2)21-36-45(61)51-34(18-17-28(5)23-29(6)39(67-11)24-33-15-13-12-14-16-33)30(7)42(58)52-35(47(63)64)19-20-41(57)55(10)32(9)44(60)49-31(8)43(59)53-37(22-27(3)4)46(62)54-38(48(65)66)25-40(56)50-36/h12-18,23,26-27,29-31,34-39H,9,19-22,24-25H2,1-8,10-11H3,(H,49,60)(H,50,56)(H,51,61)(H,52,58)(H,53,59)(H,54,62)(H,63,64)(H,65,66)/b18-17+,28-23+/t29-,30-,31+,34-,35+,36-,37-,38+,39-/m0/s1
• InChI Key: XJIZHUWILPFIOA-IHYVCQHASA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₁N₇O₁₂
• Molecular Weight: 938.10 g/mol
• Exact Mass: 937.51607073 g/mol
• Topological Polar Surface Area (TPSA): 279.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5792	57.92%
Caco-2	-	0.8637	86.37%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7436	74.36%
OATP2B1 inhibitior	-	0.7140	71.40%
OATP1B1 inhibitior	+	0.8235	82.35%
OATP1B3 inhibitior	+	0.8877	88.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8640	86.40%
BSEP inhibitior	+	0.8930	89.30%
P-glycoprotein inhibitior	+	0.7499	74.99%
P-glycoprotein substrate	+	0.8452	84.52%
CYP3A4 substrate	+	0.7264	72.64%
CYP2C9 substrate	+	0.5710	57.10%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	+	0.6031	60.31%
CYP2C9 inhibition	-	0.7292	72.92%
CYP2C19 inhibition	-	0.7153	71.53%
CYP2D6 inhibition	-	0.9040	90.40%
CYP1A2 inhibition	-	0.8212	82.12%
CYP2C8 inhibition	+	0.6824	68.24%
CYP inhibitory promiscuity	-	0.8174	81.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6262	62.62%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9040	90.40%
Skin irritation	-	0.7671	76.71%
Skin corrosion	-	0.9207	92.07%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7087	70.87%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5389	53.89%
skin sensitisation	-	0.8572	85.72%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8186	81.86%
Acute Oral Toxicity (c)	III	0.5258	52.58%
Estrogen receptor binding	+	0.7888	78.88%
Androgen receptor binding	+	0.7449	74.49%
Thyroid receptor binding	+	0.6030	60.30%
Glucocorticoid receptor binding	+	0.6457	64.57%
Aromatase binding	+	0.5843	58.43%
PPAR gamma	+	0.7856	78.56%
Honey bee toxicity	-	0.6846	68.46%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9412	94.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.90%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.68%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.51%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.68%	95.56%
CHEMBL4072	P07858	Cathepsin B	94.79%	93.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.88%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.33%	91.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.60%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.62%	90.08%
CHEMBL3837	P07711	Cathepsin L	91.06%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.71%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.27%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.03%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	86.88%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.23%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.96%	97.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.75%	97.33%
CHEMBL1255126	O15151	Protein Mdm4	83.15%	90.20%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.82%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.55%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.52%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.77%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.61%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.49%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683853
• LOTUS: LTS0173735
• wikiData: Q104246563