(3S)-N-[(2S)-1-[[(3R,7E,9R,12S,16S,19S)-12-[(2S)-butan-2-yl]-16-[3-(diaminomethylideneamino)propyl]-9-[(3,4-dihydroxyphenyl)methyl]-2,6,11,14,15,18-hexaoxo-1,5,10,13,17-pentazabicyclo[17.3.0]docos-7-en-3-yl]amino]-1-oxopropan-2-yl]-3-methylpentanamide

Details

• Internal ID: db848e62-5bab-48c0-aeee-b2c7308f1021
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: (3S)-N-[(2S)-1-[[(3R,7E,9R,12S,16S,19S)-12-[(2S)-butan-2-yl]-16-[3-(diaminomethylideneamino)propyl]-9-[(3,4-dihydroxyphenyl)methyl]-2,6,11,14,15,18-hexaoxo-1,5,10,13,17-pentazabicyclo[17.3.0]docos-7-en-3-yl]amino]-1-oxopropan-2-yl]-3-methylpentanamide
• SMILES (Canonical): CCC(C)CC(=O)NC(C)C(=O)NC1CNC(=O)C=CC(NC(=O)C(NC(=O)C(=O)C(NC(=O)C2CCCN2C1=O)CCCN=C(N)N)C(C)CC)CC3=CC(=C(C=C3)O)O
• SMILES (Isomeric): CC[C@H](C)CC(=O)N[C@@H](C)C(=O)N[C@@H]1CNC(=O)/C=C/[C@H](NC(=O)[C@@H](NC(=O)C(=O)[C@@H](NC(=O)[C@@H]2CCCN2C1=O)CCCN=C(N)N)[C@@H](C)CC)CC3=CC(=C(C=C3)O)O
• InChI: InChI=1S/C41H62N10O10/c1-6-22(3)18-33(55)46-24(5)36(57)49-28-21-45-32(54)15-13-26(19-25-12-14-30(52)31(53)20-25)47-38(59)34(23(4)7-2)50-39(60)35(56)27(10-8-16-44-41(42)43)48-37(58)29-11-9-17-51(29)40(28)61/h12-15,20,22-24,26-29,34,52-53H,6-11,16-19,21H2,1-5H3,(H,45,54)(H,46,55)(H,47,59)(H,48,58)(H,49,57)(H,50,60)(H4,42,43,44)/b15-13+/t22-,23-,24-,26-,27-,28+,29-,34-/m0/s1
• InChI Key: GPMPQICWVQKULK-YVAUEBGNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₂N₁₀O₁₀
• Molecular Weight: 855.00 g/mol
• Exact Mass: 854.46503821 g/mol
• Topological Polar Surface Area (TPSA): 317.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -1.13
• H-Bond Acceptor: 11
• H-Bond Donor: 10
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8696	86.96%
Caco-2	-	0.8724	87.24%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4987	49.87%
OATP2B1 inhibitior	-	0.7112	71.12%
OATP1B1 inhibitior	+	0.8300	83.00%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9303	93.03%
P-glycoprotein inhibitior	+	0.7493	74.93%
P-glycoprotein substrate	+	0.8781	87.81%
CYP3A4 substrate	+	0.7345	73.45%
CYP2C9 substrate	-	0.6256	62.56%
CYP2D6 substrate	-	0.8625	86.25%
CYP3A4 inhibition	-	0.8719	87.19%
CYP2C9 inhibition	-	0.8712	87.12%
CYP2C19 inhibition	-	0.8365	83.65%
CYP2D6 inhibition	-	0.8844	88.44%
CYP1A2 inhibition	-	0.8899	88.99%
CYP2C8 inhibition	+	0.7530	75.30%
CYP inhibitory promiscuity	-	0.9826	98.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6130	61.30%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.9096	90.96%
Skin irritation	-	0.7610	76.10%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3871	38.71%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5327	53.27%
skin sensitisation	-	0.8390	83.90%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.5809	58.09%
Acute Oral Toxicity (c)	III	0.5857	58.57%
Estrogen receptor binding	+	0.8347	83.47%
Androgen receptor binding	+	0.7192	71.92%
Thyroid receptor binding	+	0.6058	60.58%
Glucocorticoid receptor binding	-	0.4660	46.60%
Aromatase binding	+	0.6271	62.71%
PPAR gamma	+	0.7754	77.54%
Honey bee toxicity	-	0.7266	72.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8868	88.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.82%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.75%	94.45%
CHEMBL204	P00734	Thrombin	99.70%	96.01%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.02%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	97.57%	90.71%
CHEMBL261	P00915	Carbonic anhydrase I	95.70%	96.76%
CHEMBL217	P14416	Dopamine D2 receptor	95.62%	95.62%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	94.11%	92.88%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	94.01%	93.03%
CHEMBL236	P41143	Delta opioid receptor	93.82%	99.35%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.72%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.37%	95.89%
CHEMBL2535	P11166	Glucose transporter	91.96%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.93%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.60%	99.17%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.50%	91.03%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.86%	90.08%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.18%	98.05%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	88.65%	98.24%
CHEMBL4588	P22894	Matrix metalloproteinase 8	88.63%	94.66%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.70%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.37%	99.15%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.12%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.92%	96.47%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.74%	97.25%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	85.10%	90.95%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.84%	82.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.66%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.53%	93.56%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	83.94%	96.69%
CHEMBL3524	P56524	Histone deacetylase 4	83.67%	92.97%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.37%	90.93%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.24%	96.90%
CHEMBL1902	P62942	FK506-binding protein 1A	82.79%	97.05%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.07%	95.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.98%	95.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.82%	91.24%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.73%	89.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.57%	82.69%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.59%	97.29%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.56%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163035715
• LOTUS: LTS0236628
• wikiData: Q105014999