Porfiromycin

Details

• Internal ID: b58600f4-412a-4f23-a484-641cedd17853
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolequinones > Mitomycins, mitosane and mitosene derivatives > Mitomycins
• IUPAC Name: [(4S,6S,7R,8S)-11-amino-7-methoxy-5,12-dimethyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate
• InChI: InChI=1S/C16H20N4O5/c1-6-10(17)13(22)9-7(5-25-15(18)23)16(24-3)14-8(19(14)2)4-20(16)11(9)12(6)21/h7-8,14H,4-5,17H2,1-3H3,(H2,18,23)/t7-,8+,14+,16-,19?/m1/s1
• InChI Key: HRHKSTOGXBBQCB-VFWICMBZSA-N
• Popularity: 341 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀N₄O₅
• Molecular Weight: 348.35 g/mol
• Exact Mass: 348.14336975 g/mol
• Topological Polar Surface Area (TPSA): 128.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.31
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 801-52-5
• N-Methylmitomycin C
• Methylmitomycin
• Methyl mitomycin C
• Regamycin
• NSC-56410
• U-14743
• ENT-50825
• Nsc 56410
• H1WK901OA6
• U-14,743
• 6-Amino-1,1a,2,8,8a,8b-hexahydro-8-(hydroxymethyl)-8a-methoxy-1,5-dimethylazirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione carbamate (ester)
• Azirino(2',3':3,4)pyrrolo(1,2-a)-indole-4,7-dione, 6-amino-8-(((aminocarbonyl)oxy)methyl)-1,1a,2,8,8a,8b-hexahydro-8a-methoxy-1,5-dimethyl-
• Azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione,6-amino-8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-8a-methoxy-1,5-dimethyl-,(1aS,8S,8aR,8bS)-
• Porfiromicina
• Porfiromycinum
• Porfiromycine [INN-French]
• Porfiromycinum [INN-Latin]
• Porfiromicina [INN-Spanish]
• ((1aS,8S,8aR,8bS)-6-amino-8a-methoxy-1,5-dimethyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazirino[2',3':3,4]pyrrolo[1,2-a]indol-8-yl)methyl carbamate
• Porfiromycin [USAN:INN:BAN]
• UNII-H1WK901OA6
• AI3-50825
• Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 6-amino-1,1a,2,8,8a,8b-hexahydro-8-(hydroxymethyl)-8a-methoxy-1,5-dimethyl-, carbamate (ester)
• PORFIROMYCIN [MI]
• Porfiromycin (USAN/INN)
• PORFIROMYCIN [INN]
• PORFIROMYCIN [USAN]
• SCHEMBL5046
• PORFIROMYCIN [MART.]
• PORFIROMYCIN [WHO-DD]
• CHEMBL521078
• N-METHYLMITOMYCIN C [MI]
• DTXSID901024646
• DB06478
• Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 6-amino-1,1a,2,8,8a,8b-hexahydro-8-(hydroxymethyl)-8a- methoxy-1,5-dimethyl-, carbamate (ester)
• Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 6-amino-8-(((aminocarbonyl)oxy)methyl)-1,1a,2,8,8a,8b- hexahydro-8a-methoxy-1,5-dimethyl-,(1aR-(1aalpha,8beta,8aalpha,8balpha))-
• HY-13730
• CS-0007759
• D05572
• (amino-methoxy-dimethyl-dioxo-[?]yl)methyl carbamate
• Q27279527
• (1AS-(1A.ALPHA.,8.BETA.,8A.ALPHA.,8B.ALPHA.))-6-AMINO-8-(((AMINOCARBONYL)OXY)METHYL)-1,1A,2,8,8A,8B-HEXAHYDRO-8A-METHOXY-1,5-DIMETHYLAZIRINO(2';,3';:3,4)PYRROLO(1,2-A)INDOLE-4,7-DIONE
• [(4S,6S,7R,8S)-11-amino-7-methoxy-5,12-dimethyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate
• 6-Amino-1,1a,2,8,8a,8b-hexahydro-8-(hydroxymethyl)-8a-methoxy-1,5-dimethyl-azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione, carbamate ester
• Azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione, 6-amino-8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-8a-methoxy-1,5-dimethyl-, (1aS,8S,8aR,8bS)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9321	93.21%
Caco-2	+	0.5991	59.91%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4796	47.96%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9487	94.87%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6479	64.79%
P-glycoprotein inhibitior	-	0.7798	77.98%
P-glycoprotein substrate	+	0.7779	77.79%
CYP3A4 substrate	+	0.6197	61.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8226	82.26%
CYP3A4 inhibition	-	0.7557	75.57%
CYP2C9 inhibition	-	0.8355	83.55%
CYP2C19 inhibition	-	0.5249	52.49%
CYP2D6 inhibition	-	0.6703	67.03%
CYP1A2 inhibition	+	0.5098	50.98%
CYP2C8 inhibition	-	0.9103	91.03%
CYP inhibitory promiscuity	-	0.5652	56.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Danger	0.6189	61.89%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9570	95.70%
Skin irritation	-	0.7581	75.81%
Skin corrosion	-	0.9228	92.28%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3630	36.30%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.6045	60.45%
skin sensitisation	-	0.8492	84.92%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.6290	62.90%
Acute Oral Toxicity (c)	I	0.4443	44.43%
Estrogen receptor binding	+	0.8740	87.40%
Androgen receptor binding	+	0.7756	77.56%
Thyroid receptor binding	+	0.5464	54.64%
Glucocorticoid receptor binding	+	0.7631	76.31%
Aromatase binding	-	0.5780	57.80%
PPAR gamma	+	0.8283	82.83%
Honey bee toxicity	-	0.8604	86.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9336	93.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.51%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.14%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.65%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.31%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.94%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.92%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.76%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.46%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.44%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.69%	96.90%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.32%	96.47%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.16%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 13116
• LOTUS: LTS0003364
• wikiData: Q27279527