Docetaxal

Details

• Internal ID: 6e929db0-39f4-4a1f-a3be-ce6f20710a1a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,9-dihydroxy-15-[(2R,3S)-2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]oxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• InChI: InChI=1S/C45H55NO15/c1-23-28(58-39(53)33(50)32(26-16-12-10-13-17-26)46-40(54)61-41(4,5)6)21-45(55)37(59-38(52)27-18-14-11-15-19-27)35-43(9,29(49)20-30-44(35,22-56-30)60-25(3)48)36(51)34(57-24(2)47)31(23)42(45,7)8/h10-19,28-30,32-35,37,49-50,55H,20-22H2,1-9H3,(H,46,54)/t28-,29-,30+,32-,33+,34+,35-,37-,43+,44-,45+/m0/s1
• InChI Key: LEMYAXKYCOBYOJ-OAGWZNDDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₅₅NO₁₅
• Molecular Weight: 849.90 g/mol
• Exact Mass: 849.35717005 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.83
• H-Bond Acceptor: 15
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

• 125354-16-7
• 10-Acetyl Docetaxel
• N-Debenzoyl-N-(tert-butoxycarbonyl)taxol
• [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,9-dihydroxy-15-[(2R,3S)-2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]oxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• Benzenepropanoic acid, beta-[[(1,1-dimethylethoxy)carbonyl]amino]-alpha-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (alphaR,betaS)-
• Docetaxel EP Impurity G
• 10-Acetyltaxotere
• 10-Acetyldocetaxel
• JZJ9Y4RJ4Q
• CHEMBL302290
• orb1691866
• 10-AcetyltaxotereNU 101383
• SCHEMBL14574437
• LEMYAXKYCOBYOJ-OAGWZNDDSA-
• DTXSID20925105
• LEMYAXKYCOBYOJ-OAGWZNDDSA-N
• HY-B0018
• CX1409
• AKOS027326611
• FS-9815
• PNU-101383
• SY034868
• CS-0002386
• F20717
• 354D167
• (2aR,4S,4aS,6R,9S,11S,12S,12aR)-12-(benzoyloxy)-9-(((2R,3S)-3-((tert-butoxycarbonyl)amino)-2-hydroxy-3-phenylpropanoyl)oxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-3,4,4a,5,6,9,10,11,12,12a-decahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b(2aH)-diyl diacetate
• 4,10-Bis(acetyloxy)-13-[(3-{[tert-butoxy(hydroxy)methylidene]amino}-2-hydroxy-3-phenylpropanoyl)oxy]-1,7-dihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9656	96.56%
Caco-2	-	0.8858	88.58%
Blood Brain Barrier	-	1.0000	100.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.6723	67.23%
OATP2B1 inhibitior	+	0.5103	51.03%
OATP1B1 inhibitior	-	0.5684	56.84%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9699	96.99%
P-glycoprotein inhibitior	+	0.7905	79.05%
P-glycoprotein substrate	+	0.9356	93.56%
CYP3A4 substrate	+	0.7814	78.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8636	86.36%
CYP3A4 inhibition	-	0.7324	73.24%
CYP2C9 inhibition	-	0.8737	87.37%
CYP2C19 inhibition	-	0.8421	84.21%
CYP2D6 inhibition	-	0.8972	89.72%
CYP1A2 inhibition	-	0.8299	82.99%
CYP2C8 inhibition	+	0.9632	96.32%
CYP inhibitory promiscuity	-	0.8776	87.76%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4687	46.87%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9094	90.94%
Skin irritation	-	0.7666	76.66%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6818	68.18%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.8011	80.11%
skin sensitisation	-	0.8259	82.59%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.5502	55.02%
Acute Oral Toxicity (c)	III	0.5749	57.49%
Estrogen receptor binding	+	0.7985	79.85%
Androgen receptor binding	+	0.8486	84.86%
Thyroid receptor binding	+	0.8001	80.01%
Glucocorticoid receptor binding	+	0.7797	77.97%
Aromatase binding	+	0.6286	62.86%
PPAR gamma	+	0.7990	79.90%
Honey bee toxicity	-	0.5963	59.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9947	99.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.43%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	99.41%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.40%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.64%	91.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	96.76%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.66%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.63%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	93.55%	81.11%
CHEMBL5028	O14672	ADAM10	92.57%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.44%	95.56%
CHEMBL2535	P11166	Glucose transporter	92.07%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.84%	94.62%
CHEMBL1951	P21397	Monoamine oxidase A	91.06%	91.49%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.48%	93.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.99%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.90%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.77%	96.47%
CHEMBL2996	Q05655	Protein kinase C delta	89.49%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	88.85%	91.19%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.64%	83.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.64%	97.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.63%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.20%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.02%	89.00%
CHEMBL3524	P56524	Histone deacetylase 4	87.29%	92.97%
CHEMBL1914	P06276	Butyrylcholinesterase	86.73%	95.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.05%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.23%	85.31%
CHEMBL4267	P37173	TGF-beta receptor type II	85.01%	88.18%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.51%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.90%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.72%	94.45%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.72%	95.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.56%	89.34%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	82.09%	92.67%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.82%	82.69%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.19%	96.00%

Plants that contains it

• Taxus mairei

Cross-Links

• PubChem: 147895
• NPASS: NPC471623
• ChEMBL: CHEMBL302290