Proline

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	5ff77bcb-9c4e-44b4-a4a4-5208f2ee45b5
Taxonomy	Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Proline and derivatives
IUPAC Name	(2S)-pyrrolidine-2-carboxylic acid
SMILES (Canonical)	C1CC(NC1)C(=O)O
SMILES (Isomeric)	C1C[C@H](NC1)C(=O)O
InChI	InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1
InChI Key	ONIBWKKTOPOVIA-BYPYZUCNSA-N
Popularity	30,173 references in papers

Physical and Chemical Properties

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Molecular Formula	C₅H₉NO₂
Molecular Weight	115.13 g/mol
Exact Mass	115.063328530 g/mol
Topological Polar Surface Area (TPSA)	49.30 Å²
XlogP	-2.50
Atomic LogP (AlogP)	-0.18
H-Bond Acceptor	2
H-Bond Donor	2
Rotatable Bonds	1

Synonyms

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proline

147-85-3

L-(-)-Proline

(S)-Pyrrolidine-2-carboxylic acid

(2S)-pyrrolidine-2-carboxylic acid

H-Pro-OH

2-pyrrolidinecarboxylic acid

(-)-Proline

(-)-(S)-Proline

Prolinum

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	+	0.9858	98.58%
Caco-2	-	0.7908	79.08%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Lysosomes	0.5109	51.09%
OATP2B1 inhibitior	-	0.8172	81.72%
OATP1B1 inhibitior	+	0.9744	97.44%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9748	97.48%
P-glycoprotein inhibitior	-	0.9912	99.12%
P-glycoprotein substrate	-	0.9780	97.80%
CYP3A4 substrate	-	0.7083	70.83%
CYP2C9 substrate	-	0.6017	60.17%
CYP2D6 substrate	-	0.7338	73.38%
CYP3A4 inhibition	-	0.9920	99.20%
CYP2C9 inhibition	-	0.9627	96.27%
CYP2C19 inhibition	-	0.9656	96.56%
CYP2D6 inhibition	-	0.9595	95.95%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.9879	98.79%
CYP inhibitory promiscuity	-	0.9918	99.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7020	70.20%
Eye corrosion	-	0.9169	91.69%
Eye irritation	+	0.9756	97.56%
Skin irritation	-	0.7343	73.43%
Skin corrosion	-	0.6957	69.57%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8042	80.42%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.9292	92.92%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6037	60.37%
Acute Oral Toxicity (c)	III	0.4632	46.32%
Estrogen receptor binding	-	0.9362	93.62%
Androgen receptor binding	-	0.7660	76.60%
Thyroid receptor binding	-	0.9138	91.38%
Glucocorticoid receptor binding	-	0.8966	89.66%
Aromatase binding	-	0.8609	86.09%
PPAR gamma	-	0.8323	83.23%
Honey bee toxicity	-	0.9607	96.07%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	-	0.9387	93.87%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	199.5 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	91.92%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	90.74%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.12%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.77%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.20%	93.03%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	83.01%	98.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.02%	99.23%

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.

Calendula officinalis

Calliandra haematocephala

Cannabis sativa

Casimiroa edulis

Chrysophyllum roxburghii