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

Details

• Internal ID: 248f900d-5dfb-4677-ba24-cc5717576154
• Taxonomy: Alkaloids and derivatives > Vinca alkaloids
• IUPAC Name: methyl (9R,10R)-12-ethyl-4-[(13S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
• SMILES (Canonical): CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(CC(C8N6)(C(=O)OC)O)(C=CC9)CC)OC)C(=O)OC)O
• SMILES (Isomeric): CCC1(CC2C[C@@](C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C[C@@]([C@@H]8N6)(C(=O)OC)O)(C=CC9)CC)OC)C(=O)OC)O
• InChI: InChI=1S/C43H54N4O7/c1-6-39-14-10-16-47-18-15-41(36(39)47)29-19-30(33(52-3)20-32(29)45-35(41)43(51,24-39)38(49)54-5)42(37(48)53-4)22-26-21-40(50,7-2)25-46(23-26)17-13-28-27-11-8-9-12-31(27)44-34(28)42/h8-12,14,19-20,26,35-36,44-45,50-51H,6-7,13,15-18,21-25H2,1-5H3/t26?,35-,36?,39?,40?,41?,42+,43-/m1/s1
• InChI Key: IUQXBNZTRXACHI-IVKXJRDDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₅₄N₄O₇
• Molecular Weight: 738.90 g/mol
• Exact Mass: 738.39925007 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.43
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8876	88.76%
Caco-2	-	0.6897	68.97%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7509	75.09%
OATP2B1 inhibitior	-	0.7649	76.49%
OATP1B1 inhibitior	+	0.8506	85.06%
OATP1B3 inhibitior	+	0.9116	91.16%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8397	83.97%
P-glycoprotein substrate	+	0.8904	89.04%
CYP3A4 substrate	+	0.7703	77.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7149	71.49%
CYP3A4 inhibition	-	0.7504	75.04%
CYP2C9 inhibition	-	0.8620	86.20%
CYP2C19 inhibition	-	0.8459	84.59%
CYP2D6 inhibition	-	0.8563	85.63%
CYP1A2 inhibition	-	0.8620	86.20%
CYP2C8 inhibition	+	0.7005	70.05%
CYP inhibitory promiscuity	-	0.8862	88.62%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5607	56.07%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9376	93.76%
Skin irritation	-	0.7805	78.05%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7478	74.78%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8733	87.33%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8447	84.47%
Acute Oral Toxicity (c)	III	0.6558	65.58%
Estrogen receptor binding	+	0.8783	87.83%
Androgen receptor binding	+	0.7813	78.13%
Thyroid receptor binding	+	0.7244	72.44%
Glucocorticoid receptor binding	+	0.8665	86.65%
Aromatase binding	-	0.5794	57.94%
PPAR gamma	+	0.7989	79.89%
Honey bee toxicity	-	0.7752	77.52%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5196	51.96%
Fish aquatic toxicity	+	0.9618	96.18%

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	99.75%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.56%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.89%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.69%	94.45%
CHEMBL4302	P08183	P-glycoprotein 1	97.92%	92.98%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	96.20%	91.79%
CHEMBL1914	P06276	Butyrylcholinesterase	96.16%	95.00%
CHEMBL5747	Q92793	CREB-binding protein	94.45%	95.12%
CHEMBL2535	P11166	Glucose transporter	93.85%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.23%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.30%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.59%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.91%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.57%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.03%	92.62%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	86.91%	90.95%
CHEMBL1255126	O15151	Protein Mdm4	86.34%	90.20%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.13%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.02%	89.00%
CHEMBL5028	O14672	ADAM10	85.70%	97.50%
CHEMBL204	P00734	Thrombin	84.69%	96.01%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.93%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.89%	95.83%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.54%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.35%	82.69%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.85%	96.39%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.58%	82.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.51%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.28%	99.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.02%	93.03%

Plants that contains it

• Catharanthus roseus
• Taxus cuspidata

Cross-Links

• PubChem: 5316334
• NPASS: NPC29896