Indole-5-carboxylic acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	464f2db5-718a-40a8-8442-3cbfc873bbf8
Taxonomy	Organoheterocyclic compounds > Indoles and derivatives > Indolecarboxylic acids and derivatives > Indolecarboxylic acids
IUPAC Name	1H-indole-5-carboxylic acid
SMILES (Canonical)	C1=CC2=C(C=CN2)C=C1C(=O)O
SMILES (Isomeric)	C1=CC2=C(C=CN2)C=C1C(=O)O
InChI	InChI=1S/C9H7NO2/c11-9(12)7-1-2-8-6(5-7)3-4-10-8/h1-5,10H,(H,11,12)
InChI Key	IENZCGNHSIMFJE-UHFFFAOYSA-N
Popularity	55 references in papers

Physical and Chemical Properties

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Molecular Formula	C₉H₇NO₂
Molecular Weight	161.16 g/mol
Exact Mass	161.047678466 g/mol
Topological Polar Surface Area (TPSA)	53.10 Å²
XlogP	1.50
Atomic LogP (AlogP)	1.87
H-Bond Acceptor	1
H-Bond Donor	2
Rotatable Bonds	1

Synonyms

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1H-indole-5-carboxylic acid

1670-81-1

5-Carboxyindole

142396-03-0

MFCD00005678

5-indolecarboxylic acid

CHEMBL2018158

EINECS 216-799-6

1H-Indole-5-carboxylic acid, radical ion(1+)

Indole-5-carboxylic aicd

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8395	83.95%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.3627	36.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9536	95.36%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8620	86.20%
P-glycoprotein inhibitior	-	0.9876	98.76%
P-glycoprotein substrate	-	0.9606	96.06%
CYP3A4 substrate	-	0.7845	78.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.9518	95.18%
CYP2C9 inhibition	-	0.9143	91.43%
CYP2C19 inhibition	-	0.8551	85.51%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.6259	62.59%
CYP2C8 inhibition	-	0.7553	75.53%
CYP inhibitory promiscuity	-	0.9590	95.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6480	64.80%
Eye corrosion	-	0.9804	98.04%
Eye irritation	+	1.0000	100.00%
Skin irritation	-	0.5111	51.11%
Skin corrosion	-	0.9650	96.50%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8466	84.66%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9184	91.84%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.7098	70.98%
Acute Oral Toxicity (c)	III	0.4454	44.54%
Estrogen receptor binding	-	0.7912	79.12%
Androgen receptor binding	-	0.8150	81.50%
Thyroid receptor binding	-	0.7898	78.98%
Glucocorticoid receptor binding	-	0.6499	64.99%
Aromatase binding	-	0.7151	71.51%
PPAR gamma	-	0.4835	48.35%
Honey bee toxicity	-	0.9718	97.18%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.8800	88.00%
Fish aquatic toxicity	-	0.4492	44.92%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1811	P34995	Prostanoid EP1 receptor	87.46%	95.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.92%	91.11%
CHEMBL4208	P20618	Proteasome component C5	85.87%	90.00%
CHEMBL3194	P02766	Transthyretin	83.74%	90.71%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.98%	81.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.73%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	81.93%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.58%	86.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.