Dysidamide

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	52e34c11-0ef2-49d0-a915-5bc908e48e95
Taxonomy	Organoheterocyclic compounds > Pyrrolidines > N-acylpyrrolidines
IUPAC Name	(4S,5S)-4-hydroxy-3,3-dimethyl-1-[(3S)-4,4,4-trichloro-3-methylbutanoyl]-5-[(2S)-3,3,3-trichloro-2-methylpropyl]pyrrolidin-2-one
SMILES (Canonical)	CC(CC1C(C(C(=O)N1C(=O)CC(C)C(Cl)(Cl)Cl)(C)C)O)C(Cl)(Cl)Cl
SMILES (Isomeric)	C[C@@H](C[C@H]1[C@H](C(C(=O)N1C(=O)C[C@H](C)C(Cl)(Cl)Cl)(C)C)O)C(Cl)(Cl)Cl
InChI	InChI=1S/C15H21Cl6NO3/c1-7(14(16,17)18)5-9-11(24)13(3,4)12(25)22(9)10(23)6-8(2)15(19,20)21/h7-9,11,24H,5-6H2,1-4H3/t7-,8-,9-,11+/m0/s1
InChI Key	SZYKZXUJGUQVIX-FTYOSLGDSA-N
Popularity	0 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₁₅H₂₁Cl₆NO₃
Molecular Weight	476.00 g/mol
Exact Mass	474.962310 g/mol
Topological Polar Surface Area (TPSA)	57.60 Å²
XlogP	5.20
Atomic LogP (AlogP)	4.90
H-Bond Acceptor	3
H-Bond Donor	1
Rotatable Bonds	4

Synonyms

Top

Dysidamide A

SCHEMBL9007857

2-pyrrolidinone, 4-hydroxy-3,3-dimethyl-1-[(3S)-4,4,4-trichloro-3-methyl-1-oxobutyl]-5-[(2S)-3,3,3-trichloro-2-methylpropyl]-, (4S,5S)-

InChI=1/C15H21Cl6NO3/c1-7(14(16,17)18)5-9-11(24)13(3,4)12(25)22(9)10(23)6-8(2)15(19,20)21/h7-9,11,24H,5-6H2,1-4H3/t7-,8-,9-,11+/m0/s

rel-(4R,5R)-4-hydroxy-3,3-dimethyl-1-[(3R)-4,4,4-trichloro-3-methylbutanoyl]-5-[(2R)-3,3,3-trichloro-2-methylpropyl]pyrrolidin-2-one

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9815	98.15%
Caco-2	-	0.5180	51.80%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7398	73.98%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9056	90.56%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9029	90.29%
P-glycoprotein inhibitior	-	0.8126	81.26%
P-glycoprotein substrate	-	0.8028	80.28%
CYP3A4 substrate	+	0.5591	55.91%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8388	83.88%
CYP3A4 inhibition	-	0.8039	80.39%
CYP2C9 inhibition	-	0.8140	81.40%
CYP2C19 inhibition	-	0.5875	58.75%
CYP2D6 inhibition	-	0.8943	89.43%
CYP1A2 inhibition	-	0.8827	88.27%
CYP2C8 inhibition	-	0.9318	93.18%
CYP inhibitory promiscuity	-	0.8342	83.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6900	69.00%
Carcinogenicity (trinary)	Non-required	0.5932	59.32%
Eye corrosion	-	0.9685	96.85%
Eye irritation	-	0.9582	95.82%
Skin irritation	-	0.7625	76.25%
Skin corrosion	-	0.8045	80.45%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4673	46.73%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.8250	82.50%
skin sensitisation	-	0.8299	82.99%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.7284	72.84%
Acute Oral Toxicity (c)	III	0.6067	60.67%
Estrogen receptor binding	+	0.6625	66.25%
Androgen receptor binding	-	0.6047	60.47%
Thyroid receptor binding	+	0.6941	69.41%
Glucocorticoid receptor binding	+	0.6067	60.67%
Aromatase binding	-	0.5747	57.47%
PPAR gamma	+	0.5324	53.24%
Honey bee toxicity	-	0.8207	82.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5952	59.52%
Fish aquatic toxicity	-	0.4415	44.15%

Targets

Top

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
CHEMBL2581	P07339	Cathepsin D	97.09%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.71%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.35%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	92.81%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.01%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.76%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.13%	90.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.03%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.56%	95.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.07%	89.05%

Plants that contains it

Top

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.

Achillea leptophylla

Aldama cordifolia

Cordiera macrophylla

Dioscorea futschauensis

Dorstenia barnimiana

Petrosedum forsterianum