Porphyrin

Details

• Internal ID: b6973869-138f-4b69-ac24-2c78a270a160
• Taxonomy: Organoheterocyclic compounds > Tetrapyrroles and derivatives > Porphyrins
• IUPAC Name: 21,22-dihydroporphyrin
• SMILES (Canonical): C1=CC2=CC3=CC=C(N3)C=C4C=CC(=N4)C=C5C=CC(=N5)C=C1N2
• SMILES (Isomeric): C1=CC2=CC3=CC=C(N3)C=C4C=CC(=N4)C=C5C=CC(=N5)C=C1N2
• InChI: InChI=1S/C20H14N4/c1-2-14-10-16-5-6-18(23-16)12-20-8-7-19(24-20)11-17-4-3-15(22-17)9-13(1)21-14/h1-12,21-22H
• InChI Key: JZRYQZJSTWVBBD-UHFFFAOYSA-N
• Popularity: 22,894 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₄N₄
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.121846464 g/mol
• Topological Polar Surface Area (TPSA): 57.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.87
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• Porphyrin
• 21H,23H-Porphine
• 101-60-0
• 21H,23H-Porphin
• 21,22-dihydroporphyrin
• pentaporphyrin i
• 604BGD9J5B
• hydroporphyrin
• UNII-604BGD9J5B
• a porphyrin
• porphyrin-
• delta-isoboldine
• 23h-porphyrin
• EINECS 202-958-7
• PORPHINE [MI]
• SCHEMBL15809
• SCHEMBL611755
• CHEBI:8337
• DTXSID6059235
• CHEBI:174230
• RKCAIXNGYQCCAL-UHFFFAOYSA-N
• 2,10-dimethoxy-6a-aporphine-1,9-diol
• 2,10-dimethoxy-6alpha-Aporphine-1,9-diol
• C05113
• (5Z,10Z,14Z,19Z)-21,23-dihydroporphyrin
• 10.14272/RKCAIXNGYQCCAL-CEVVSZFKSA-N.1
• doi:10.14272/RKCAIXNGYQCCAL-CEVVSZFKSA-N.1
• J-000449
• 21,22,23,24-Tetraazapentacyclo[16.2.1.1<3,6>.1<8,11>.1<13,16>]tetracosa-1(21),2,4,6,8(23),9,11,13,15,17,19-undecaene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9850	98.50%
Caco-2	+	0.5535	55.35%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Lysosomes	0.7058	70.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9686	96.86%
OATP1B3 inhibitior	+	0.9526	95.26%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7622	76.22%
P-glycoprotein inhibitior	-	0.7535	75.35%
P-glycoprotein substrate	-	0.9512	95.12%
CYP3A4 substrate	-	0.7776	77.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8427	84.27%
CYP3A4 inhibition	-	0.8525	85.25%
CYP2C9 inhibition	-	0.7225	72.25%
CYP2C19 inhibition	-	0.7809	78.09%
CYP2D6 inhibition	-	0.8404	84.04%
CYP1A2 inhibition	+	0.5543	55.43%
CYP2C8 inhibition	-	0.8117	81.17%
CYP inhibitory promiscuity	+	0.6365	63.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5301	53.01%
Eye corrosion	-	0.8666	86.66%
Eye irritation	+	0.9451	94.51%
Skin irritation	+	0.6097	60.97%
Skin corrosion	-	0.7914	79.14%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4646	46.46%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6301	63.01%
skin sensitisation	-	0.8936	89.36%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.6984	69.84%
Acute Oral Toxicity (c)	III	0.5951	59.51%
Estrogen receptor binding	+	0.9515	95.15%
Androgen receptor binding	+	0.7617	76.17%
Thyroid receptor binding	+	0.7359	73.59%
Glucocorticoid receptor binding	+	0.6542	65.42%
Aromatase binding	+	0.9370	93.70%
PPAR gamma	+	0.8524	85.24%
Honey bee toxicity	-	0.9730	97.30%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.7800	78.00%
Fish aquatic toxicity	-	0.6841	68.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	86.12%	94.73%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	85.28%	93.24%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	82.63%	85.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.64%	94.00%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 66868
• LOTUS: LTS0016385
• wikiData: Q421246