methyl (1R,9S,10R,11S,12R,19S)-11-acetyloxy-12-ethyl-4-(17-ethyl-17-hydroxy-13-methoxycarbonyl-11-aza-1-azoniatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl)-10-hydroxy-5-methoxy-8-methyl-8-aza-16-azoniapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

Details

• Internal ID: 5ddcbeb2-cd8d-47f7-aaeb-ad0ca06ae7e8
• Taxonomy: Alkaloids and derivatives > Vinca alkaloids
• IUPAC Name: methyl (1R,9S,10R,11S,12R,19S)-11-acetyloxy-12-ethyl-4-(17-ethyl-17-hydroxy-13-methoxycarbonyl-11-aza-1-azoniatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl)-10-hydroxy-5-methoxy-8-methyl-8-aza-16-azoniapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
• SMILES (Canonical): CCC1(CC2CC(C3=C(CC[NH+](C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CC[NH+]9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O
• SMILES (Isomeric): CC[C@@]12C=CC[NH+]3[C@H]1[C@@]4(CC3)[C@@H]([C@@]([C@H]2OC(=O)C)(C(=O)OC)O)N(C5=CC(=C(C=C45)C6(CC7CC(C[NH+](C7)CCC8=C6NC9=CC=CC=C89)(CC)O)C(=O)OC)OC)C
• InChI: InChI=1S/C46H58N4O9/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3/p+2/t28?,37-,38+,39+,42?,43-,44+,45?,46-/m1/s1
• InChI Key: JXLYSJRDGCGARV-RUFMUYJISA-P
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₆₀N₄O₉+₂
• Molecular Weight: 813.00 g/mol
• Exact Mass: 812.43602950 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 1.16
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6585	65.85%
Caco-2	-	0.6792	67.92%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.5715	57.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8274	82.74%
OATP1B3 inhibitior	+	0.9112	91.12%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8200	82.00%
P-glycoprotein substrate	+	0.8648	86.48%
CYP3A4 substrate	+	0.7710	77.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7955	79.55%
CYP3A4 inhibition	-	0.8280	82.80%
CYP2C9 inhibition	-	0.8787	87.87%
CYP2C19 inhibition	-	0.8928	89.28%
CYP2D6 inhibition	-	0.8879	88.79%
CYP1A2 inhibition	-	0.8808	88.08%
CYP2C8 inhibition	+	0.6383	63.83%
CYP inhibitory promiscuity	-	0.9443	94.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5368	53.68%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9388	93.88%
Skin irritation	-	0.7791	77.91%
Skin corrosion	-	0.9367	93.67%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6890	68.90%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8687	86.87%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.5978	59.78%
Acute Oral Toxicity (c)	III	0.6348	63.48%
Estrogen receptor binding	+	0.8825	88.25%
Androgen receptor binding	+	0.8697	86.97%
Thyroid receptor binding	+	0.8462	84.62%
Glucocorticoid receptor binding	+	0.8971	89.71%
Aromatase binding	-	0.5908	59.08%
PPAR gamma	+	0.8708	87.08%
Honey bee toxicity	-	0.6611	66.11%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5453	54.53%
Fish aquatic toxicity	+	0.9388	93.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.68%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.49%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.85%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.85%	91.11%
CHEMBL2535	P11166	Glucose transporter	95.01%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.93%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.92%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.06%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	92.05%	95.62%
CHEMBL255	P29275	Adenosine A2b receptor	91.73%	98.59%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	89.24%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.81%	92.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.47%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.08%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.84%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.37%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.48%	93.99%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.45%	97.14%
CHEMBL4302	P08183	P-glycoprotein 1	86.02%	92.98%
CHEMBL5747	Q92793	CREB-binding protein	84.68%	95.12%
CHEMBL5028	O14672	ADAM10	84.54%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.43%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.15%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.10%	90.00%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.66%	85.83%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.08%	100.00%

Plants that contains it

• Catharanthus roseus

Cross-Links

• PubChem: 25202107
• NPASS: NPC254975