Mildiomycin D

Details

• Internal ID: 497f7289-b34f-4e02-85ea-3fea667e56eb
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Amino acids and derivatives > Gamma amino acids and derivatives
• IUPAC Name: (2R)-2-[(2S,3S,6R)-6-[4-amino-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]-3-[[(2S)-2-amino-3-hydroxypropanoyl]amino]-3,6-dihydro-2H-pyran-2-yl]-5-(diaminomethylideneamino)-2-hydroxypentanoic acid
• InChI: InChI=1S/C19H30N8O8/c20-10(8-29)15(30)25-11-2-3-12(27-6-9(7-28)14(21)26-18(27)33)35-13(11)19(34,16(31)32)4-1-5-24-17(22)23/h2-3,6,10-13,28-29,34H,1,4-5,7-8,20H2,(H,25,30)(H,31,32)(H2,21,26,33)(H4,22,23,24)/t10-,11-,12+,13-,19+/m0/s1
• InChI Key: GVLLATLXQPLOAJ-LGSFDMRSSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀N₈O₈
• Molecular Weight: 498.50 g/mol
• Exact Mass: 498.21865995 g/mol
• Topological Polar Surface Area (TPSA): 285.00 Ų
• XlogP: -7.20
• Atomic LogP (AlogP): -4.55
• H-Bond Acceptor: 12
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

• 86432-24-8
• DTXSID60235538
• 2H-Pyran-2-acetic acid, 3,6-dihydro-6-(4-amino-5-(hydroxymethyl)-2-oxo-1(2H)-pyrimidinyl)-3-((2-amino-3-hydroxy-1-oxopropyl)amino)-alpha-(3-((aminoiminomethyl)amino)propyl)-alpha-hydroxy-, (2S-(2-alpha(S*),3-beta(R*),6-alpha))-
• 2H-Pyran-2-acetic acid, 6-(4-amino-5-(hydroxymethyl)-2-oxo-1(2H)-pyrimidinyl)-3-((2-amino-3-hydroxy-1-oxopropyl)amino)-alpha-(3-((aminoiminomethyl)amino)propyl)-3,6-dihydro-alpha-hydroxy-, (2S-(2alpha(S*),3beta(R*),6alpha))-
• (2R)-2-[(2S,3S,6R)-6-[4-amino-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]-3-[[(2S)-2-amino-3-hydroxypropanoyl]amino]-3,6-dihydro-2H-pyran-2-yl]-5-(diaminomethylideneamino)-2-hydroxypentanoic acid
• (2R)-2-((2S,3S,6R)-6-(4-amino-5-(hydroxymethyl)-2-oxopyrimidin-1-yl)-3-(((2S)-2-amino-3-hydroxypropanoyl)amino)-3,6-dihydro-2H-pyran-2-yl)-5-(diaminomethylideneamino)-2-hydroxypentanoic acid
• 2H-Pyran-2-acetic acid, 6-[4-amino-5-(hydroxymethyl)-2-oxo-1(2H)-pyrimidinyl]-3-[(2-amino-3-hydroxy-1-oxopropyl)amino]-alpha-[3-[(aminoiminomethyl)amino]propyl]-3,6-dihydro-alpha-hydroxy-, [2S-[2alpha(S*),3beta(R*),6alpha]]-
• RefChem:158883
• DTXCID90158029
• 5RLP33N8Z6
• L-arabino-Hept-6-enonic acid, 7-C-[4-amino-5-(hydroxymethyl)-2-oxo-1(2H)-pyrimidinyl]-4-[[(2S)-2-amino-3-hydroxy-1-oxopropyl]amino]-2-C-[3-[(aminoiminomethyl)amino]propyl]-3,7-anhydro-4,5,6-trideoxy-, (7R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7032	70.32%
Caco-2	-	0.9065	90.65%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Nucleus	0.4407	44.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8930	89.30%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8061	80.61%
BSEP inhibitior	-	0.8228	82.28%
P-glycoprotein inhibitior	-	0.4557	45.57%
P-glycoprotein substrate	+	0.6405	64.05%
CYP3A4 substrate	+	0.6431	64.31%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8467	84.67%
CYP3A4 inhibition	-	0.8660	86.60%
CYP2C9 inhibition	-	0.8610	86.10%
CYP2C19 inhibition	-	0.8524	85.24%
CYP2D6 inhibition	-	0.8552	85.52%
CYP1A2 inhibition	-	0.7975	79.75%
CYP2C8 inhibition	+	0.4747	47.47%
CYP inhibitory promiscuity	-	0.9753	97.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.5786	57.86%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.9629	96.29%
Skin irritation	-	0.7576	75.76%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7573	75.73%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.5645	56.45%
skin sensitisation	-	0.8197	81.97%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5115	51.15%
Acute Oral Toxicity (c)	III	0.7318	73.18%
Estrogen receptor binding	+	0.6402	64.02%
Androgen receptor binding	+	0.6568	65.68%
Thyroid receptor binding	+	0.5333	53.33%
Glucocorticoid receptor binding	+	0.5759	57.59%
Aromatase binding	+	0.6675	66.75%
PPAR gamma	+	0.5172	51.72%
Honey bee toxicity	-	0.8386	83.86%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.7397	73.97%

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	97.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.66%	98.95%
CHEMBL204	P00734	Thrombin	95.24%	96.01%
CHEMBL3401	O75469	Pregnane X receptor	91.88%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.13%	99.17%
CHEMBL3384	Q16512	Protein kinase N1	88.69%	80.71%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	87.46%	92.29%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.00%	85.14%
CHEMBL230	P35354	Cyclooxygenase-2	85.03%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.01%	95.56%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.01%	98.46%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.10%	86.33%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.13%	98.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.99%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.36%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.26%	94.00%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.11%	88.42%

Plants that contains it

• Isodon amethystoides

Cross-Links

• PubChem: 3070418
• NPASS: NPC228268
• LOTUS: LTS0029370
• wikiData: Q83117420