(2S)-5-(diaminomethylideneamino)-2-[[8-[[(1R,2S,4R,6R,7R,10S,11R,14S,16S)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-14-yl]oxy]-8-oxooctanoyl]amino]pentanoic acid

Details

• Internal ID: deef414e-955c-40f5-83ce-03ddf76f5525
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
• IUPAC Name: (2S)-5-(diaminomethylideneamino)-2-[[8-[[(1R,2S,4R,6R,7R,10S,11R,14S,16S)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-14-yl]oxy]-8-oxooctanoyl]amino]pentanoic acid
• SMILES (Canonical): CC12CCC(CC1(CCC3C2CCC4(C35C(O5)CC4C6=COC(=O)C=C6)C)O)OC(=O)CCCCCCC(=O)NC(CCCN=C(N)N)C(=O)O
• SMILES (Isomeric): C[C@]12CC[C@@H](C[C@]1(CC[C@@H]3[C@@H]2CC[C@]4([C@]35[C@H](O5)C[C@@H]4C6=COC(=O)C=C6)C)O)OC(=O)CCCCCCC(=O)N[C@@H](CCCN=C(N)N)C(=O)O
• InChI: InChI=1S/C38H56N4O9/c1-35-16-13-24(50-32(45)10-6-4-3-5-9-30(43)42-28(33(46)47)8-7-19-41-34(39)40)21-37(35,48)18-15-26-25(35)14-17-36(2)27(20-29-38(26,36)51-29)23-11-12-31(44)49-22-23/h11-12,22,24-29,48H,3-10,13-21H2,1-2H3,(H,42,43)(H,46,47)(H4,39,40,41)/t24-,25-,26+,27+,28-,29+,35+,36+,37-,38+/m0/s1
• InChI Key: SRSJNASBFYXJMJ-OQARAGJZSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₆N₄O₉
• Molecular Weight: 712.90 g/mol
• Exact Mass: 712.40472938 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8600	86.00%
Caco-2	-	0.8537	85.37%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7235	72.35%
OATP2B1 inhibitior	-	0.5680	56.80%
OATP1B1 inhibitior	+	0.8306	83.06%
OATP1B3 inhibitior	+	0.9319	93.19%
MATE1 inhibitior	-	0.7846	78.46%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8225	82.25%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	+	0.7177	71.77%
CYP3A4 substrate	+	0.7426	74.26%
CYP2C9 substrate	-	0.7992	79.92%
CYP2D6 substrate	-	0.8628	86.28%
CYP3A4 inhibition	-	0.8371	83.71%
CYP2C9 inhibition	-	0.7624	76.24%
CYP2C19 inhibition	-	0.6964	69.64%
CYP2D6 inhibition	-	0.8522	85.22%
CYP1A2 inhibition	-	0.7798	77.98%
CYP2C8 inhibition	+	0.6972	69.72%
CYP inhibitory promiscuity	-	0.9223	92.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5733	57.33%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9107	91.07%
Skin irritation	-	0.7627	76.27%
Skin corrosion	-	0.9210	92.10%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4915	49.15%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.7027	70.27%
skin sensitisation	-	0.8286	82.86%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6790	67.90%
Acute Oral Toxicity (c)	III	0.5395	53.95%
Estrogen receptor binding	+	0.8186	81.86%
Androgen receptor binding	+	0.7599	75.99%
Thyroid receptor binding	-	0.4938	49.38%
Glucocorticoid receptor binding	+	0.6595	65.95%
Aromatase binding	+	0.6806	68.06%
PPAR gamma	+	0.6489	64.89%
Honey bee toxicity	-	0.7662	76.62%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9400	94.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.07%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.63%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.33%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.46%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.67%	99.17%
CHEMBL2581	P07339	Cathepsin D	96.50%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.18%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.28%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	89.78%	91.19%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	89.29%	96.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.75%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.62%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.41%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.38%	90.71%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	86.18%	95.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.07%	93.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.05%	96.38%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.77%	92.88%
CHEMBL5028	O14672	ADAM10	84.53%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.38%	93.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.91%	98.33%
CHEMBL2514	O95665	Neurotensin receptor 2	82.50%	100.00%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	82.38%	87.16%
CHEMBL221	P23219	Cyclooxygenase-1	82.20%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.49%	95.89%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	81.38%	88.42%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.94%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.69%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.63%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.00%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101996079
• LOTUS: LTS0262757
• wikiData: Q105259375