(2R,3R)-N-[4-(diaminomethylideneamino)butyl]-5-[(E)-3-[4-(diaminomethylideneamino)butylamino]-3-oxoprop-1-enyl]-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxamide

Details

• Internal ID: d7bf15b9-b9c8-48f7-9234-a5fa7b3a2023
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2R,3R)-N-[4-(diaminomethylideneamino)butyl]-5-[(E)-3-[4-(diaminomethylideneamino)butylamino]-3-oxoprop-1-enyl]-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxamide
• SMILES (Canonical): COC1=CC(=CC2=C1OC(C2C(=O)NCCCCN=C(N)N)C3=CC=C(C=C3)O)C=CC(=O)NCCCCN=C(N)N
• SMILES (Isomeric): COC1=CC(=CC2=C1O[C@H]([C@@H]2C(=O)NCCCCN=C(N)N)C3=CC=C(C=C3)O)/C=C/C(=O)NCCCCN=C(N)N
• InChI: InChI=1S/C29H40N8O5/c1-41-22-17-18(6-11-23(39)34-12-2-4-14-36-28(30)31)16-21-24(27(40)35-13-3-5-15-37-29(32)33)25(42-26(21)22)19-7-9-20(38)10-8-19/h6-11,16-17,24-25,38H,2-5,12-15H2,1H3,(H,34,39)(H,35,40)(H4,30,31,36)(H4,32,33,37)/b11-6+/t24-,25+/m1/s1
• InChI Key: LRLXAXGCQUOKIO-ATYLQFJESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₀N₈O₅
• Molecular Weight: 580.70 g/mol
• Exact Mass: 580.31216641 g/mol
• Topological Polar Surface Area (TPSA): 226.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 7
• H-Bond Donor: 7
• Rotatable Bonds: 15

Synonyms

• 10502-21-3
• AC1NQY1K
• DTXSID60415070
• N-(4-Guanidinobutyl)-5-[(E)-3-[(4-guanidinobutyl)amino]-3-oxo-1-propenyl]-2,3-dihydro-2beta-(4-hydroxyphenyl)-7-methoxy-3alpha-benzofurancarboxamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9619	96.19%
Caco-2	-	0.8721	87.21%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7232	72.32%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8449	84.49%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6611	66.11%
BSEP inhibitior	+	0.9310	93.10%
P-glycoprotein inhibitior	+	0.8082	80.82%
P-glycoprotein substrate	+	0.7538	75.38%
CYP3A4 substrate	+	0.6739	67.39%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.7959	79.59%
CYP3A4 inhibition	+	0.7676	76.76%
CYP2C9 inhibition	-	0.7156	71.56%
CYP2C19 inhibition	-	0.6431	64.31%
CYP2D6 inhibition	-	0.7959	79.59%
CYP1A2 inhibition	-	0.6652	66.52%
CYP2C8 inhibition	+	0.8038	80.38%
CYP inhibitory promiscuity	-	0.6789	67.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5686	56.86%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9404	94.04%
Skin irritation	-	0.7635	76.35%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4207	42.07%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.7323	73.23%
skin sensitisation	-	0.8506	85.06%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6349	63.49%
Acute Oral Toxicity (c)	III	0.6157	61.57%
Estrogen receptor binding	+	0.7759	77.59%
Androgen receptor binding	+	0.7932	79.32%
Thyroid receptor binding	+	0.6042	60.42%
Glucocorticoid receptor binding	+	0.7548	75.48%
Aromatase binding	+	0.6213	62.13%
PPAR gamma	+	0.6611	66.11%
Honey bee toxicity	-	0.7683	76.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7877	78.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.15%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.99%	96.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	93.90%	85.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.53%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.30%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.77%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.71%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.25%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.19%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.94%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.89%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.53%	100.00%
CHEMBL2535	P11166	Glucose transporter	87.53%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	86.10%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.53%	95.89%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	84.81%	83.65%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.29%	89.67%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.66%	96.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.80%	90.71%
CHEMBL5028	O14672	ADAM10	81.47%	97.50%

Plants that contains it

• Hordeum vulgare

Cross-Links

• PubChem: 5281114
• NPASS: NPC222729