[D-Asp3,(Z)-Dhb7]MC-HtyR

Details

• Internal ID: 6ca2aa07-2ba7-48a3-b9e4-0942a7786011
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2Z,5R,8S,11R,15S,18S,19S,22R)-15-[3-(diaminomethylideneamino)propyl]-2-ethylidene-8-[2-(4-hydroxyphenyl)ethyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-5,19-dimethyl-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• SMILES (Canonical): CC=C1C(=O)NC(C(=O)NC(C(=O)NC(CC(=O)NC(C(=O)NC(C(C(=O)NC(CCC(=O)N1)C(=O)O)C)C=CC(=CC(C)C(CC2=CC=CC=C2)OC)C)CCCN=C(N)N)C(=O)O)CCC3=CC=C(C=C3)O)C
• SMILES (Isomeric): C/C=C\1/C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](CC(=O)N[C@H](C(=O)N[C@H]([C@@H](C(=O)N[C@H](CCC(=O)N1)C(=O)O)C)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C)CCCN=C(N)N)C(=O)O)CCC3=CC=C(C=C3)O)C
• InChI: InChI=1S/C52H72N10O13/c1-7-36-47(68)56-32(5)46(67)60-39(22-18-33-16-19-35(63)20-17-33)49(70)62-41(51(73)74)28-44(65)58-38(14-11-25-55-52(53)54)48(69)59-37(31(4)45(66)61-40(50(71)72)23-24-43(64)57-36)21-15-29(2)26-30(3)42(75-6)27-34-12-9-8-10-13-34/h7-10,12-13,15-17,19-21,26,30-32,37-42,63H,11,14,18,22-25,27-28H2,1-6H3,(H,56,68)(H,57,64)(H,58,65)(H,59,69)(H,60,67)(H,61,66)(H,62,70)(H,71,72)(H,73,74)(H4,53,54,55)/b21-15+,29-26+,36-7-/t30-,31-,32+,37-,38-,39-,40+,41+,42-/m0/s1
• InChI Key: VRSPDCJDWOZKSK-ZWNPEXSNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₇₂N₁₀O₁₃
• Molecular Weight: 1045.20 g/mol
• Exact Mass: 1044.52803239 g/mol
• Topological Polar Surface Area (TPSA): 372.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 12
• H-Bond Donor: 12
• Rotatable Bonds: 16

Synonyms

• [D-Asp3, (Z)- Dhb7]microcystin-HtyR
• 2,3-Didehydrocyclo[Abu-D-Ala-4-(4-hydroxyphenyl)-L-Abu-D-betaAsp-L-Arg-[(2S,3S)-2-methyl-3-[(1E,3E,5S,6S)-3,5-dimethyl-6-methoxy-7-phenyl-1,3-heptadienyl]-betaAla-]-D-gammaGlu-]

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6902	69.02%
Caco-2	-	0.8664	86.64%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8149	81.49%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.7902	79.02%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9240	92.40%
P-glycoprotein inhibitior	+	0.7477	74.77%
P-glycoprotein substrate	+	0.8749	87.49%
CYP3A4 substrate	+	0.7418	74.18%
CYP2C9 substrate	-	0.5768	57.68%
CYP2D6 substrate	-	0.8738	87.38%
CYP3A4 inhibition	-	0.8653	86.53%
CYP2C9 inhibition	-	0.7805	78.05%
CYP2C19 inhibition	-	0.7487	74.87%
CYP2D6 inhibition	-	0.8924	89.24%
CYP1A2 inhibition	-	0.8229	82.29%
CYP2C8 inhibition	+	0.8256	82.56%
CYP inhibitory promiscuity	-	0.8699	86.99%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6138	61.38%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9004	90.04%
Skin irritation	-	0.7721	77.21%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7229	72.29%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5986	59.86%
skin sensitisation	-	0.8399	83.99%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7263	72.63%
Acute Oral Toxicity (c)	III	0.5170	51.70%
Estrogen receptor binding	+	0.7728	77.28%
Androgen receptor binding	+	0.7629	76.29%
Thyroid receptor binding	+	0.6344	63.44%
Glucocorticoid receptor binding	+	0.6731	67.31%
Aromatase binding	+	0.6551	65.51%
PPAR gamma	+	0.7999	79.99%
Honey bee toxicity	-	0.6441	64.41%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8409	84.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.66%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.12%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.85%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.44%	94.45%
CHEMBL233	P35372	Mu opioid receptor	96.76%	97.93%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	96.72%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.71%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.85%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.75%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.74%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.18%	97.09%
CHEMBL3837	P07711	Cathepsin L	92.73%	96.61%
CHEMBL236	P41143	Delta opioid receptor	91.91%	99.35%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.52%	82.69%
CHEMBL2535	P11166	Glucose transporter	91.51%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.31%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.59%	90.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.57%	97.64%
CHEMBL1937	Q92769	Histone deacetylase 2	90.57%	94.75%
CHEMBL1255126	O15151	Protein Mdm4	90.03%	90.20%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.82%	90.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.80%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.61%	85.31%
CHEMBL2093869	P05106	Integrin alpha-IIb/beta-3	89.22%	95.42%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.90%	100.00%
CHEMBL301	P24941	Cyclin-dependent kinase 2	88.09%	91.23%
CHEMBL1902	P62942	FK506-binding protein 1A	83.19%	97.05%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	82.14%	95.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.80%	91.19%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.08%	94.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.82%	93.00%
CHEMBL2514	O95665	Neurotensin receptor 2	80.26%	100.00%

Plants that contains it

• Elsholtzia bodinieri
• Ipomoea purpurea

Cross-Links

• PubChem: 21635773
• NPASS: NPC255708
• LOTUS: LTS0205662
• wikiData: Q75066973