Destruxin A, 1-(trans-3-methyl-L-proline)-

Details

• Internal ID: 3168744f-dcb7-42aa-a702-79b4acf65f3e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: (2S,3S)-N-[(2S,3S)-1-[[(5R)-5-formyl-7-hydroxy-4,4-dimethyl-1-[[(2S)-2-(methylamino)propanoyl]amino]-3,6-dioxodec-9-en-5-yl]-methylamino]-3-methyl-1-oxopent-4-en-2-yl]-3-methylpyrrolidine-2-carboxamide
• SMILES (Canonical): CC1CCNC1C(=O)NC(C(C)C=C)C(=O)N(C)C(C=O)(C(=O)C(CC=C)O)C(C)(C)C(=O)CCNC(=O)C(C)NC
• SMILES (Isomeric): C[C@H]1CCN[C@@H]1C(=O)N[C@@H]([C@@H](C)C=C)C(=O)N(C)[C@](C=O)(C(=O)C(CC=C)O)C(C)(C)C(=O)CCNC(=O)[C@H](C)NC
• InChI: InChI=1S/C30H49N5O7/c1-10-12-21(37)25(39)30(17-36,29(6,7)22(38)14-16-33-26(40)20(5)31-8)35(9)28(42)24(18(3)11-2)34-27(41)23-19(4)13-15-32-23/h10-11,17-21,23-24,31-32,37H,1-2,12-16H2,3-9H3,(H,33,40)(H,34,41)/t18-,19-,20-,21?,23-,24-,30+/m0/s1
• InChI Key: KECQQADFMBQUDM-IXJIIPDYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₉N₅O₇
• Molecular Weight: 591.70 g/mol
• Exact Mass: 591.36319892 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -0.10
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 18

Synonyms

• RefChem:1083204
• (2S,3S)-N-((2S,3S)-1-(((5R)-5-formyl-7-hydroxy-4,4-dimethyl-1-(((2S)-2-(methylamino)propanoyl)amino)-3,6-dioxodec-9-en-5-yl)-methylamino)-3-methyl-1-oxopent-4-en-2-yl)-3-methylpyrrolidine-2-carboxamide
• BRN 1066502
• DTXSID30970803
• (2S,3S)-N-[(2S,3S)-1-{[(5R)-5-Formyl-7-hydroxy-1-{[(2S)-1-hydroxy-2-(methylamino)propylidene]amino}-4,4-dimethyl-3,6-dioxodec-9-en-5-yl](methyl)amino}-3-methyl-1-oxopent-4-en-2-yl]-3-methylpyrrolidine-2-carboximidic acid
• N-{1-[(5-Formyl-7-hydroxy-1-{[1-hydroxy-2-(methylamino)propylidene]amino}-4,4-dimethyl-3,6-dioxodec-9-en-5-yl)(methyl)amino]-3-methyl-1-oxopent-4-en-2-yl}-3-methylpyrrolidine-2-carboximidic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5139	51.39%
Caco-2	-	0.8511	85.11%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5513	55.13%
OATP2B1 inhibitior	-	0.7139	71.39%
OATP1B1 inhibitior	+	0.8479	84.79%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.9054	90.54%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5998	59.98%
P-glycoprotein inhibitior	+	0.6893	68.93%
P-glycoprotein substrate	+	0.8033	80.33%
CYP3A4 substrate	+	0.7088	70.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7929	79.29%
CYP3A4 inhibition	-	0.7232	72.32%
CYP2C9 inhibition	-	0.8770	87.70%
CYP2C19 inhibition	-	0.8187	81.87%
CYP2D6 inhibition	-	0.9131	91.31%
CYP1A2 inhibition	-	0.9070	90.70%
CYP2C8 inhibition	+	0.5644	56.44%
CYP inhibitory promiscuity	-	0.9777	97.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5938	59.38%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.9283	92.83%
Skin irritation	-	0.7637	76.37%
Skin corrosion	-	0.8935	89.35%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4798	47.98%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5757	57.57%
skin sensitisation	-	0.8473	84.73%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8850	88.50%
Acute Oral Toxicity (c)	III	0.6338	63.38%
Estrogen receptor binding	+	0.6502	65.02%
Androgen receptor binding	+	0.6873	68.73%
Thyroid receptor binding	+	0.6465	64.65%
Glucocorticoid receptor binding	+	0.7054	70.54%
Aromatase binding	+	0.6930	69.30%
PPAR gamma	+	0.6858	68.58%
Honey bee toxicity	-	0.7051	70.51%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.7096	70.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.67%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.45%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.89%	96.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	96.68%	95.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	96.32%	96.47%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.71%	89.34%
CHEMBL321	P14780	Matrix metalloproteinase 9	94.31%	92.12%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.80%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.62%	97.14%
CHEMBL4015	P41597	C-C chemokine receptor type 2	92.34%	98.57%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.27%	100.00%
CHEMBL228	P31645	Serotonin transporter	92.27%	95.51%
CHEMBL2094135	Q96BI3	Gamma-secretase	92.22%	98.05%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.02%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.33%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	91.02%	91.19%
CHEMBL222	P23975	Norepinephrine transporter	90.40%	96.06%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.37%	90.08%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	89.50%	95.00%
CHEMBL5028	O14672	ADAM10	89.47%	97.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	88.99%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	88.92%	97.79%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.48%	98.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.41%	92.88%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	88.28%	97.47%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.25%	96.61%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	88.13%	98.33%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	88.04%	81.29%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.60%	96.21%
CHEMBL255	P29275	Adenosine A2b receptor	87.32%	98.59%
CHEMBL4588	P22894	Matrix metalloproteinase 8	87.26%	94.66%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.50%	91.03%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	86.21%	98.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.73%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.22%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.15%	93.03%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.07%	94.00%
CHEMBL333	P08253	Matrix metalloproteinase-2	83.44%	96.31%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.22%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.19%	85.31%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.89%	90.93%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	82.42%	82.05%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	82.24%	96.67%
CHEMBL2514	O95665	Neurotensin receptor 2	81.73%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.68%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.07%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5748172
• LOTUS: LTS0014821
• wikiData: Q82954058