Gobichelin B

Details

• Internal ID: 63a0cace-d423-4b99-b33b-1f94223d31e7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: N-[(2S)-1-[[(2S)-1-[[(2R)-6-amino-1-[[(2S)-3-hydroxy-1-[[(3S)-1-hydroxy-2-oxopiperidin-3-yl]amino]-1-oxopropan-2-yl]amino]-1-oxohexan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]-2-hydroxybenzamide
• InChI: InChI=1S/C30H43N9O10/c31-10-4-3-7-19(26(44)38-23(15-41)28(46)35-20-8-5-11-39(49)30(20)48)34-27(45)21(12-17-13-32-16-33-17)36-29(47)22(14-40)37-25(43)18-6-1-2-9-24(18)42/h1-2,6,9,13,16,19-23,40-42,49H,3-5,7-8,10-12,14-15,31H2,(H,32,33)(H,34,45)(H,35,46)(H,36,47)(H,37,43)(H,38,44)/t19-,20+,21+,22+,23+/m1/s1
• InChI Key: JIICBHNPXOJWNK-QCBQRGATSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₃N₉O₁₀
• Molecular Weight: 689.70 g/mol
• Exact Mass: 689.31328860 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -3.48
• H-Bond Acceptor: 12
• H-Bond Donor: 11
• Rotatable Bonds: 18

Synonyms

• N-((2S)-1-(((2S)-1-(((2R)-6-amino-1-(((2S)-3-hydroxy-1-(((3S)-1-hydroxy-2-oxopiperidin-3-yl)amino)-1-oxopropan-2-yl)amino)-1-oxohexan-2-yl)amino)-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl)amino)-3-hydroxy-1-oxopropan-2-yl)-2-hydroxybenzamide
• N-[(2S)-1-[[(2S)-1-[[(2R)-6-amino-1-[[(2S)-3-hydroxy-1-[[(3S)-1-hydroxy-2-oxopiperidin-3-yl]amino]-1-oxopropan-2-yl]amino]-1-oxohexan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]-2-hydroxybenzamide
• RefChem:144099
• CHEBI:219786

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7189	71.89%
Caco-2	-	0.8996	89.96%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Nucleus	0.5443	54.43%
OATP2B1 inhibitior	+	0.5570	55.70%
OATP1B1 inhibitior	+	0.8539	85.39%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.8409	84.09%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7428	74.28%
P-glycoprotein inhibitior	+	0.7290	72.90%
P-glycoprotein substrate	+	0.8020	80.20%
CYP3A4 substrate	+	0.6705	67.05%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	-	0.8278	82.78%
CYP3A4 inhibition	+	0.5587	55.87%
CYP2C9 inhibition	-	0.8479	84.79%
CYP2C19 inhibition	-	0.8487	84.87%
CYP2D6 inhibition	-	0.8611	86.11%
CYP1A2 inhibition	-	0.8990	89.90%
CYP2C8 inhibition	+	0.5407	54.07%
CYP inhibitory promiscuity	-	0.8904	89.04%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5296	52.96%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9230	92.30%
Skin irritation	-	0.7662	76.62%
Skin corrosion	-	0.9297	92.97%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6215	62.15%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8563	85.63%
Respiratory toxicity	+	0.9778	97.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6575	65.75%
Acute Oral Toxicity (c)	III	0.6221	62.21%
Estrogen receptor binding	+	0.7676	76.76%
Androgen receptor binding	+	0.6446	64.46%
Thyroid receptor binding	+	0.5550	55.50%
Glucocorticoid receptor binding	-	0.4738	47.38%
Aromatase binding	+	0.5589	55.89%
PPAR gamma	+	0.6600	66.00%
Honey bee toxicity	-	0.8086	80.86%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5741	57.41%
Fish aquatic toxicity	-	0.6166	61.66%

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	98.75%	96.09%
CHEMBL3038469	P24941	CDK2/Cyclin A	98.58%	91.38%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	98.18%	98.33%
CHEMBL2581	P07339	Cathepsin D	97.93%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	94.59%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.13%	97.09%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	93.54%	82.86%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.74%	97.64%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.48%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.44%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.29%	94.45%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	90.55%	92.88%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.25%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	89.80%	90.20%
CHEMBL4296013	Q5VWK5	Interleukin-23 receptor	89.33%	88.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.22%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.42%	93.40%
CHEMBL3837	P07711	Cathepsin L	88.23%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.77%	95.89%
CHEMBL3310	Q96DB2	Histone deacetylase 11	87.66%	88.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.61%	90.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.12%	93.10%
CHEMBL259	P32245	Melanocortin receptor 4	85.46%	95.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.31%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.21%	100.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	85.19%	97.23%
CHEMBL3384	Q16512	Protein kinase N1	84.82%	80.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.63%	90.08%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.43%	82.69%
CHEMBL2514	O95665	Neurotensin receptor 2	84.21%	100.00%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	84.03%	88.42%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	83.84%	85.83%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	83.70%	92.80%
CHEMBL5028	O14672	ADAM10	83.20%	97.50%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	82.92%	91.43%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.81%	91.81%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.55%	98.05%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.29%	99.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.20%	96.90%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.89%	95.00%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	81.29%	98.24%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.86%	96.25%
CHEMBL2535	P11166	Glucose transporter	80.52%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102107335
• LOTUS: LTS0017628
• wikiData: Q105129088