Maytansine, N2'-deacetyl-22-demethyl-15-methoxy-N2'-(2-methyl-1-oxopropyl)-

Details

• Internal ID: 2dd2bda9-c93b-4cab-9a43-a64eacd4d9cb
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: [(18E)-11-chloro-21-hydroxy-12,15,20-trimethoxy-2,5,16-trimethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] 2-[methyl(2-methylpropanoyl)amino]propanoate
• SMILES (Canonical): CC1C2CC(C(C=CC=C(C(C3=CC(=C(C(=C3)OC)Cl)NC(=O)CC(C4(C1O4)C)OC(=O)C(C)N(C)C(=O)C(C)C)OC)C)OC)(NC(=O)O2)O
• SMILES (Isomeric): CC1C2CC(C(/C=C/C=C(C(C3=CC(=C(C(=C3)OC)Cl)NC(=O)CC(C4(C1O4)C)OC(=O)C(C)N(C)C(=O)C(C)C)OC)C)OC)(NC(=O)O2)O
• InChI: InChI=1S/C36H50ClN3O11/c1-18(2)32(42)40(7)21(5)33(43)50-27-16-28(41)38-23-14-22(15-24(46-8)29(23)37)30(48-10)19(3)12-11-13-26(47-9)36(45)17-25(49-34(44)39-36)20(4)31-35(27,6)51-31/h11-15,18,20-21,25-27,30-31,45H,16-17H2,1-10H3,(H,38,41)(H,39,44)/b13-11+,19-12?
• InChI Key: PZDXJLHGUHZVRF-AOWAQQDZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₀ClN₃O₁₁
• Molecular Weight: 736.20 g/mol
• Exact Mass: 735.3133871 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 4.29
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

• Maytansine, N2'-deacetyl-22-demethyl-15-methoxy-N2'-(2-methyl-1-oxopropyl)-
• 88147-94-8
• NSC354645
• NSC-354645
• TREWIASINE, NOR (B820915K186)
• B820915K186
• Maytansine, N(2')-deacetyl-22-demethyl-15-methoxy-N(2')-(2-methyl-1-oxopropyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9320	93.20%
Caco-2	-	0.8421	84.21%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Lysosomes	0.4796	47.96%
OATP2B1 inhibitior	+	0.5796	57.96%
OATP1B1 inhibitior	+	0.8365	83.65%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9901	99.01%
P-glycoprotein inhibitior	+	0.7942	79.42%
P-glycoprotein substrate	+	0.7751	77.51%
CYP3A4 substrate	+	0.7429	74.29%
CYP2C9 substrate	-	0.7923	79.23%
CYP2D6 substrate	-	0.8516	85.16%
CYP3A4 inhibition	-	0.9298	92.98%
CYP2C9 inhibition	-	0.8784	87.84%
CYP2C19 inhibition	-	0.8700	87.00%
CYP2D6 inhibition	-	0.9165	91.65%
CYP1A2 inhibition	-	0.8777	87.77%
CYP2C8 inhibition	+	0.7153	71.53%
CYP inhibitory promiscuity	-	0.7667	76.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Danger	0.4369	43.69%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.9219	92.19%
Skin irritation	-	0.7695	76.95%
Skin corrosion	-	0.9192	91.92%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6485	64.85%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8367	83.67%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6810	68.10%
Acute Oral Toxicity (c)	III	0.5826	58.26%
Estrogen receptor binding	+	0.8308	83.08%
Androgen receptor binding	+	0.7867	78.67%
Thyroid receptor binding	+	0.6470	64.70%
Glucocorticoid receptor binding	+	0.8049	80.49%
Aromatase binding	+	0.6570	65.70%
PPAR gamma	+	0.8000	80.00%
Honey bee toxicity	-	0.6078	60.78%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9750	97.50%

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	99.29%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.12%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.85%	91.11%
CHEMBL204	P00734	Thrombin	96.58%	96.01%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.78%	97.25%
CHEMBL261	P00915	Carbonic anhydrase I	95.67%	96.76%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.43%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	93.47%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.64%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	92.19%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.27%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	90.99%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.88%	92.62%
CHEMBL1937	Q92769	Histone deacetylase 2	89.51%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.22%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.37%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	88.21%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.07%	96.47%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.87%	94.00%
CHEMBL4208	P20618	Proteasome component C5	87.83%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.95%	97.14%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.98%	95.71%
CHEMBL2820	P03951	Coagulation factor XI	84.60%	95.29%
CHEMBL2535	P11166	Glucose transporter	83.46%	98.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.38%	89.50%
CHEMBL2581	P07339	Cathepsin D	82.71%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.38%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.53%	89.05%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.64%	96.21%
CHEMBL5314	Q06418	Tyrosine-protein kinase receptor TYRO3	80.36%	96.00%
CHEMBL4805	Q99572	P2X purinoceptor 7	80.08%	97.50%

Plants that contains it

• Mallotus nudiflorus

Cross-Links

• PubChem: 54612244
• LOTUS: LTS0075937
• wikiData: Q105216926