Deoxy-Cyclochlorotine

Details

• Internal ID: 8affd150-e105-49c0-a7fb-a263c0c6231f
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (3S,7R,10S,13S,16R,17S,18R)-17,18-dichloro-13-ethyl-10-(hydroxymethyl)-3-methyl-7-phenyl-1,4,8,11,14-pentazabicyclo[14.3.0]nonadecane-2,5,9,12,15-pentone
• InChI: InChI=1S/C24H31Cl2N5O6/c1-3-15-21(34)30-17(11-32)22(35)29-16(13-7-5-4-6-8-13)9-18(33)27-12(2)24(37)31-10-14(25)19(26)20(31)23(36)28-15/h4-8,12,14-17,19-20,32H,3,9-11H2,1-2H3,(H,27,33)(H,28,36)(H,29,35)(H,30,34)/t12-,14+,15-,16+,17-,19+,20-/m0/s1
• InChI Key: ZDWWOLCFJBJTEE-QYBQCNLOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₁Cl₂N₅O₆
• Molecular Weight: 556.40 g/mol
• Exact Mass: 555.1651391 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -0.45
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9150	91.50%
Caco-2	-	0.8719	87.19%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5340	53.40%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8244	82.44%
OATP1B3 inhibitior	+	0.9297	92.97%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9365	93.65%
P-glycoprotein inhibitior	-	0.4680	46.80%
P-glycoprotein substrate	+	0.6925	69.25%
CYP3A4 substrate	+	0.5932	59.32%
CYP2C9 substrate	-	0.8141	81.41%
CYP2D6 substrate	-	0.8067	80.67%
CYP3A4 inhibition	-	0.9232	92.32%
CYP2C9 inhibition	-	0.8332	83.32%
CYP2C19 inhibition	-	0.8107	81.07%
CYP2D6 inhibition	-	0.8630	86.30%
CYP1A2 inhibition	-	0.8268	82.68%
CYP2C8 inhibition	-	0.5904	59.04%
CYP inhibitory promiscuity	-	0.9354	93.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	+	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.6221	62.21%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9759	97.59%
Skin irritation	-	0.7657	76.57%
Skin corrosion	-	0.9317	93.17%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6497	64.97%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6051	60.51%
skin sensitisation	-	0.8390	83.90%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6121	61.21%
Acute Oral Toxicity (c)	I	0.5863	58.63%
Estrogen receptor binding	+	0.5807	58.07%
Androgen receptor binding	+	0.6016	60.16%
Thyroid receptor binding	+	0.5405	54.05%
Glucocorticoid receptor binding	+	0.6207	62.07%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6933	69.33%
Honey bee toxicity	-	0.8542	85.42%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.4579	45.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.25%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.62%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.27%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.26%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.24%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.43%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.48%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	87.50%	83.82%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.46%	82.69%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	81.49%	97.64%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.77%	96.61%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145720578
• LOTUS: LTS0157095
• wikiData: Q105372817