Ziziphine O

Details

• Internal ID: 5175df0b-1d1a-422e-9c03-7fc197a8a5d5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2R)-N-[(2S)-1-[(3S,7S,13S,16Z)-19-methoxy-8,14-dioxo-2-oxa-6,9,15-triazatetracyclo[16.3.1.03,7.09,13]docosa-1(22),16,18,20-tetraen-6-yl]-4-methyl-1-oxopentan-2-yl]-3-methyl-2-(methylamino)pentanamide
• SMILES (Canonical): CCC(C)C(C(=O)NC(CC(C)C)C(=O)N1CCC2C1C(=O)N3CCCC3C(=O)NC=CC4=C(C=CC(=C4)O2)OC)NC
• SMILES (Isomeric): CCC(C)[C@H](C(=O)N[C@@H](CC(C)C)C(=O)N1CC[C@H]2[C@H]1C(=O)N3CCC[C@H]3C(=O)N/C=C\C4=C(C=CC(=C4)O2)OC)NC
• InChI: InChI=1S/C32H47N5O6/c1-7-20(4)27(33-5)30(39)35-23(17-19(2)3)31(40)37-16-13-26-28(37)32(41)36-15-8-9-24(36)29(38)34-14-12-21-18-22(43-26)10-11-25(21)42-6/h10-12,14,18-20,23-24,26-28,33H,7-9,13,15-17H2,1-6H3,(H,34,38)(H,35,39)/b14-12-/t20?,23-,24-,26-,27+,28-/m0/s1
• InChI Key: GCZZRQYOCDTZLA-WVDHLZBHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₇N₅O₆
• Molecular Weight: 597.70 g/mol
• Exact Mass: 597.35263424 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

• (2R)-N-[(1S)-1-[methoxy(dioxo)[?]carbonyl]-3-methyl-butyl]-3-methyl-2-(methylamino)pentanamide
• Pentanamide, N-[(1S)-1-[[(3aS,10Z,13aS,18aS)-3,3a,12,13,13a,14,15,16,18,18a-decahydro-8-methoxy-13,18-dioxo-5,9-metheno-9H-dipyrrolo[1,2-e:3',2'-b][1,5,8]oxadiazacyclopentadecin-1(2H)-yl]carbonyl]-3-methylbutyl]-3-methyl-2-(methylamino)-, (2R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9467	94.67%
Caco-2	-	0.7762	77.62%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6293	62.93%
OATP2B1 inhibitior	+	0.7171	71.71%
OATP1B1 inhibitior	+	0.8574	85.74%
OATP1B3 inhibitior	+	0.9167	91.67%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9564	95.64%
P-glycoprotein inhibitior	+	0.8632	86.32%
P-glycoprotein substrate	+	0.8484	84.84%
CYP3A4 substrate	+	0.7075	70.75%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.7698	76.98%
CYP3A4 inhibition	+	0.6137	61.37%
CYP2C9 inhibition	-	0.7845	78.45%
CYP2C19 inhibition	-	0.7330	73.30%
CYP2D6 inhibition	-	0.8553	85.53%
CYP1A2 inhibition	-	0.8528	85.28%
CYP2C8 inhibition	+	0.6554	65.54%
CYP inhibitory promiscuity	-	0.8632	86.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5819	58.19%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9482	94.82%
Skin irritation	-	0.7923	79.23%
Skin corrosion	-	0.9259	92.59%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6936	69.36%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.6444	64.44%
skin sensitisation	-	0.8797	87.97%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7204	72.04%
Acute Oral Toxicity (c)	III	0.6627	66.27%
Estrogen receptor binding	+	0.7269	72.69%
Androgen receptor binding	+	0.6954	69.54%
Thyroid receptor binding	+	0.5721	57.21%
Glucocorticoid receptor binding	+	0.6430	64.30%
Aromatase binding	+	0.5689	56.89%
PPAR gamma	+	0.7276	72.76%
Honey bee toxicity	-	0.8002	80.02%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9075	90.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.85%	96.09%
CHEMBL3837	P07711	Cathepsin L	98.58%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.08%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.77%	94.45%
CHEMBL4208	P20618	Proteasome component C5	93.83%	90.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	92.90%	98.33%
CHEMBL204	P00734	Thrombin	92.81%	96.01%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.65%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.48%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.34%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.89%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.49%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.00%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.63%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.56%	93.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.29%	89.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.74%	93.03%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.23%	82.38%
CHEMBL4588	P22894	Matrix metalloproteinase 8	85.68%	94.66%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.50%	97.25%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.43%	92.88%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.93%	96.21%
CHEMBL340	P08684	Cytochrome P450 3A4	82.95%	91.19%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.63%	89.62%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.34%	99.18%
CHEMBL5028	O14672	ADAM10	82.15%	97.50%
CHEMBL4198	P98170	Inhibitor of apoptosis protein 3	81.52%	97.79%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.26%	83.10%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	80.57%	82.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.15%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5273924
• LOTUS: LTS0170172
• wikiData: Q105106327