Amphibine H

Details

• Internal ID: c0a4898b-b27d-4386-a9f8-b61ea0adb23c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: N-[1-[(13E)-10-benzyl-16-methoxy-8,11-dioxo-2-oxa-6,9,12-triazatricyclo[13.3.1.03,7]nonadeca-1(19),13,15,17-tetraen-6-yl]-3-methyl-1-oxobutan-2-yl]-2-(dimethylamino)propanamide
• SMILES (Canonical): CC(C)C(C(=O)N1CCC2C1C(=O)NC(C(=O)NC=CC3=C(C=CC(=C3)O2)OC)CC4=CC=CC=C4)NC(=O)C(C)N(C)C
• SMILES (Isomeric): CC(C)C(C(=O)N1CCC2C1C(=O)NC(C(=O)N/C=C/C3=C(C=CC(=C3)O2)OC)CC4=CC=CC=C4)NC(=O)C(C)N(C)C
• InChI: InChI=1S/C33H43N5O6/c1-20(2)28(36-30(39)21(3)37(4)5)33(42)38-17-15-27-29(38)32(41)35-25(18-22-10-8-7-9-11-22)31(40)34-16-14-23-19-24(44-27)12-13-26(23)43-6/h7-14,16,19-21,25,27-29H,15,17-18H2,1-6H3,(H,34,40)(H,35,41)(H,36,39)/b16-14+
• InChI Key: KLYKBXVHBJWDJF-JQIJEIRASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₃N₅O₆
• Molecular Weight: 605.70 g/mol
• Exact Mass: 605.32133411 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

• CHEBI:168861
• 2-(Dimethylamino)-N-[2-methyl-1-[[3,3a,12,13,14,15,16,16a-octahydro-8-methoxy-13,16-dioxo-14-(phenylmethyl)-5,9-metheno-9H-pyrrolo[3,2-b][1,5,8]oxadiazacyclopentadecin-1(2H)-yl]carbonyl]propyl]propanamide, 9CI
• N-(1-{10-benzyl-16-methoxy-8,11-dioxo-2-oxa-6,9,12-triazatricyclo[13.3.1.0^{3,7}]nonadeca-1(18),13,15(19),16-tetraen-6-yl}-3-methyl-1-oxobutan-2-yl)-2-(dimethylamino)propanamide
• N-[1-[(13E)-10-benzyl-16-methoxy-8,11-dioxo-2-oxa-6,9,12-triazatricyclo[13.3.1.03,7]nonadeca-1(19),13,15,17-tetraen-6-yl]-3-methyl-1-oxobutan-2-yl]-2-(dimethylamino)propanamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9037	90.37%
Caco-2	-	0.7789	77.89%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6875	68.75%
OATP2B1 inhibitior	+	0.7205	72.05%
OATP1B1 inhibitior	+	0.8598	85.98%
OATP1B3 inhibitior	+	0.9205	92.05%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9473	94.73%
P-glycoprotein inhibitior	+	0.8720	87.20%
P-glycoprotein substrate	+	0.8580	85.80%
CYP3A4 substrate	+	0.7290	72.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7357	73.57%
CYP3A4 inhibition	+	0.8023	80.23%
CYP2C9 inhibition	-	0.8418	84.18%
CYP2C19 inhibition	-	0.7246	72.46%
CYP2D6 inhibition	-	0.8914	89.14%
CYP1A2 inhibition	-	0.7782	77.82%
CYP2C8 inhibition	+	0.5774	57.74%
CYP inhibitory promiscuity	-	0.7505	75.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5535	55.35%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9494	94.94%
Skin irritation	-	0.7991	79.91%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8347	83.47%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.6677	66.77%
skin sensitisation	-	0.8936	89.36%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7634	76.34%
Acute Oral Toxicity (c)	III	0.6678	66.78%
Estrogen receptor binding	+	0.7436	74.36%
Androgen receptor binding	+	0.6988	69.88%
Thyroid receptor binding	+	0.6391	63.91%
Glucocorticoid receptor binding	+	0.7775	77.75%
Aromatase binding	-	0.4861	48.61%
PPAR gamma	+	0.7665	76.65%
Honey bee toxicity	-	0.8190	81.90%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5351	53.51%
Fish aquatic toxicity	+	0.8153	81.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.57%	85.14%
CHEMBL2581	P07339	Cathepsin D	99.34%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.07%	96.09%
CHEMBL4072	P07858	Cathepsin B	94.32%	93.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.60%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.30%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.70%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.49%	99.17%
CHEMBL3837	P07711	Cathepsin L	92.18%	96.61%
CHEMBL204	P00734	Thrombin	90.42%	96.01%
CHEMBL2535	P11166	Glucose transporter	89.70%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.30%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.96%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.87%	93.00%
CHEMBL1255126	O15151	Protein Mdm4	88.62%	90.20%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.52%	97.64%
CHEMBL4208	P20618	Proteasome component C5	88.24%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.61%	94.45%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.49%	89.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.39%	93.03%
CHEMBL4588	P22894	Matrix metalloproteinase 8	85.55%	94.66%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.47%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	83.42%	91.19%
CHEMBL5028	O14672	ADAM10	82.79%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.76%	96.47%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.64%	90.08%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.63%	98.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.20%	86.33%
CHEMBL3202	P48147	Prolyl endopeptidase	80.38%	90.65%

Plants that contains it

• Ziziphus spina-christi
• Ziziphus xylopyrus

Cross-Links

• PubChem: 51029223
• LOTUS: LTS0243064
• wikiData: Q104398724