(2S)-N-[(8S,8aR)-3-amino-8a-hydroxy-1-oxo-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-8-yl]-1-[(E,4S)-4-[[(2R)-2-[[(2S)-3-amino-2-formamidopropanoyl]amino]-3-phenylpropanoyl]amino]-5-(4-hydroxyphenyl)pent-2-enoyl]pyrrolidine-2-carboxamide

Details

• Internal ID: fe0979c6-f89c-4e02-9cd7-f27f8d4f47ab
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2S)-N-[(8S,8aR)-3-amino-8a-hydroxy-1-oxo-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-8-yl]-1-[(E,4S)-4-[[(2R)-2-[[(2S)-3-amino-2-formamidopropanoyl]amino]-3-phenylpropanoyl]amino]-5-(4-hydroxyphenyl)pent-2-enoyl]pyrrolidine-2-carboxamide
• SMILES (Canonical): C1CC(N(C1)C(=O)C=CC(CC2=CC=C(C=C2)O)NC(=O)C(CC3=CC=CC=C3)NC(=O)C(CN)NC=O)C(=O)NC4CCCN5C4(C(=O)N=C5N)O
• SMILES (Isomeric): C1C[C@H](N(C1)C(=O)/C=C/[C@H](CC2=CC=C(C=C2)O)NC(=O)[C@@H](CC3=CC=CC=C3)NC(=O)[C@H](CN)NC=O)C(=O)N[C@H]4CCCN5[C@@]4(C(=O)N=C5N)O
• InChI: InChI=1S/C36H45N9O8/c37-20-27(39-21-46)32(50)41-26(19-22-6-2-1-3-7-22)31(49)40-24(18-23-10-13-25(47)14-11-23)12-15-30(48)44-16-4-8-28(44)33(51)42-29-9-5-17-45-35(38)43-34(52)36(29,45)53/h1-3,6-7,10-15,21,24,26-29,47,53H,4-5,8-9,16-20,37H2,(H,39,46)(H,40,49)(H,41,50)(H,42,51)(H2,38,43,52)/b15-12+/t24-,26-,27+,28+,29+,36-/m1/s1
• InChI Key: HITVLOSFQWWKBR-NEVWXIMJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₅N₉O₈
• Molecular Weight: 731.80 g/mol
• Exact Mass: 731.33910943 g/mol
• Topological Polar Surface Area (TPSA): 262.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -2.11
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6363	63.63%
Caco-2	-	0.8831	88.31%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Nucleus	0.4151	41.51%
OATP2B1 inhibitior	+	0.5618	56.18%
OATP1B1 inhibitior	+	0.8349	83.49%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7637	76.37%
P-glycoprotein inhibitior	+	0.7566	75.66%
P-glycoprotein substrate	+	0.8276	82.76%
CYP3A4 substrate	+	0.7215	72.15%
CYP2C9 substrate	-	0.8014	80.14%
CYP2D6 substrate	-	0.8138	81.38%
CYP3A4 inhibition	-	0.8284	82.84%
CYP2C9 inhibition	-	0.8418	84.18%
CYP2C19 inhibition	-	0.8779	87.79%
CYP2D6 inhibition	-	0.8329	83.29%
CYP1A2 inhibition	-	0.8601	86.01%
CYP2C8 inhibition	+	0.7274	72.74%
CYP inhibitory promiscuity	-	0.9526	95.26%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5960	59.60%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9207	92.07%
Skin irritation	-	0.7453	74.53%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6023	60.23%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5157	51.57%
skin sensitisation	-	0.8414	84.14%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6798	67.98%
Acute Oral Toxicity (c)	III	0.5755	57.55%
Estrogen receptor binding	+	0.8137	81.37%
Androgen receptor binding	+	0.7457	74.57%
Thyroid receptor binding	+	0.6036	60.36%
Glucocorticoid receptor binding	+	0.6335	63.35%
Aromatase binding	+	0.6024	60.24%
PPAR gamma	+	0.7681	76.81%
Honey bee toxicity	-	0.6993	69.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7953	79.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.02%	98.95%
CHEMBL3837	P07711	Cathepsin L	97.43%	96.61%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	96.99%	98.33%
CHEMBL2514	O95665	Neurotensin receptor 2	95.14%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.03%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.10%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.76%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	92.05%	90.20%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.90%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	91.44%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.87%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.49%	97.09%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	90.24%	98.24%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.74%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.32%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	88.77%	91.19%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.75%	93.10%
CHEMBL230	P35354	Cyclooxygenase-2	88.61%	89.63%
CHEMBL3492	P49721	Proteasome Macropain subunit	87.95%	90.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.14%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.68%	93.00%
CHEMBL4801	P29466	Caspase-1	85.06%	96.85%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.90%	99.17%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	84.55%	96.03%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.26%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.75%	82.69%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.04%	90.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.74%	93.56%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	80.82%	96.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.52%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.15%	100.00%
CHEMBL2327	P21452	Neurokinin 2 receptor	80.08%	98.89%

Plants that contains it

• Cynara cardunculus

Cross-Links

• PubChem: 100964480
• LOTUS: LTS0052391
• wikiData: Q105272858