isaridine A

Details

• Internal ID: 83aae38a-691c-4c40-b246-106fd383409c
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (10S,13S,16S,19S)-10,16-dibenzyl-11,14-dimethyl-3-(2-methylpropyl)-13-propan-2-yl-4-oxa-1,8,11,14,17-pentazabicyclo[17.3.0]docosane-2,5,9,12,15,18-hexone
• SMILES (Canonical): CC(C)CC1C(=O)N2CCCC2C(=O)NC(C(=O)N(C(C(=O)N(C(C(=O)NCCC(=O)O1)CC3=CC=CC=C3)C)C(C)C)C)CC4=CC=CC=C4
• SMILES (Isomeric): CC(C)CC1C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)NCCC(=O)O1)CC3=CC=CC=C3)C)C(C)C)C)CC4=CC=CC=C4
• InChI: InChI=1S/C39H53N5O7/c1-25(2)22-32-38(49)44-21-13-18-30(44)36(47)41-29(23-27-14-9-7-10-15-27)37(48)43(6)34(26(3)4)39(50)42(5)31(24-28-16-11-8-12-17-28)35(46)40-20-19-33(45)51-32/h7-12,14-17,25-26,29-32,34H,13,18-24H2,1-6H3,(H,40,46)(H,41,47)/t29-,30-,31-,32?,34-/m0/s1
• InChI Key: WLYWDCKLTCKHAK-AILSMDFESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₃N₅O₇
• Molecular Weight: 703.90 g/mol
• Exact Mass: 703.39449905 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• isaridine A
• CHEMBL388055

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6966	69.66%
Caco-2	-	0.8009	80.09%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Lysosomes	0.6556	65.56%
OATP2B1 inhibitior	+	0.5740	57.40%
OATP1B1 inhibitior	+	0.8432	84.32%
OATP1B3 inhibitior	+	0.9189	91.89%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9674	96.74%
P-glycoprotein inhibitior	+	0.8427	84.27%
P-glycoprotein substrate	+	0.8183	81.83%
CYP3A4 substrate	+	0.6764	67.64%
CYP2C9 substrate	-	0.5779	57.79%
CYP2D6 substrate	-	0.8150	81.50%
CYP3A4 inhibition	-	0.7539	75.39%
CYP2C9 inhibition	-	0.6956	69.56%
CYP2C19 inhibition	-	0.6370	63.70%
CYP2D6 inhibition	-	0.8946	89.46%
CYP1A2 inhibition	-	0.9555	95.55%
CYP2C8 inhibition	+	0.4906	49.06%
CYP inhibitory promiscuity	-	0.8894	88.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9367	93.67%
Skin irritation	-	0.7974	79.74%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7747	77.47%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.6230	62.30%
skin sensitisation	-	0.9078	90.78%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8070	80.70%
Acute Oral Toxicity (c)	III	0.6586	65.86%
Estrogen receptor binding	+	0.7769	77.69%
Androgen receptor binding	+	0.6480	64.80%
Thyroid receptor binding	+	0.5787	57.87%
Glucocorticoid receptor binding	+	0.7259	72.59%
Aromatase binding	+	0.5656	56.56%
PPAR gamma	+	0.7935	79.35%
Honey bee toxicity	-	0.8234	82.34%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9141	91.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.85%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.03%	96.09%
CHEMBL3524	P56524	Histone deacetylase 4	96.54%	92.97%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.13%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.15%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.10%	97.64%
CHEMBL333	P08253	Matrix metalloproteinase-2	93.67%	96.31%
CHEMBL226	P30542	Adenosine A1 receptor	93.34%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.39%	97.25%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.58%	90.08%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	91.53%	82.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.23%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.18%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.15%	94.45%
CHEMBL1902	P62942	FK506-binding protein 1A	88.17%	97.05%
CHEMBL3202	P48147	Prolyl endopeptidase	85.40%	90.65%
CHEMBL255	P29275	Adenosine A2b receptor	84.95%	98.59%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.72%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.22%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.80%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.35%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.98%	93.03%
CHEMBL4616	Q92847	Ghrelin receptor	82.93%	92.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.90%	99.18%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.20%	97.14%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.34%	94.66%
CHEMBL228	P31645	Serotonin transporter	81.28%	95.51%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.29%	91.43%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.04%	90.93%

Plants that contains it

• Gymnosporia acuminata

Cross-Links

• PubChem: 12111222
• NPASS: NPC209509