(1S,2R,4R,5Z,12R,13S,16Z)-25-[(1R)-8-hydroxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]-11,22-diazapentacyclo[11.11.2.12,22.02,12.04,11]heptacosa-5,16,25-trien-13-ol

Details

• Internal ID: 637d2f8d-4aff-45b1-8185-35f7f7d0c621
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: (1S,2R,4R,5Z,12R,13S,16Z)-25-[(1R)-8-hydroxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]-11,22-diazapentacyclo[11.11.2.12,22.02,12.04,11]heptacosa-5,16,25-trien-13-ol
• InChI: InChI=1S/C36H48N4O2/c41-30-14-11-13-26-27-15-18-37-32(33(27)38-31(26)30)28-23-36(42)17-8-4-1-2-5-9-19-39-21-16-29(28)35(24-39)22-25-12-7-3-6-10-20-40(25)34(35)36/h1,4,7,11-14,23,25,29,32,34,37-38,41-42H,2-3,5-6,8-10,15-22,24H2/b4-1-,12-7-/t25-,29-,32+,34+,35-,36-/m0/s1
• InChI Key: SJELLHGOXQWTHX-OJSFGXGWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈N₄O₂
• Molecular Weight: 568.80 g/mol
• Exact Mass: 568.37772679 g/mol
• Topological Polar Surface Area (TPSA): 74.80 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 5.74
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	-	0.8416	84.16%
Blood Brain Barrier	+	0.8007	80.07%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7324	73.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8598	85.98%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.9916	99.16%
P-glycoprotein inhibitior	+	0.7870	78.70%
P-glycoprotein substrate	+	0.7396	73.96%
CYP3A4 substrate	+	0.7139	71.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4009	40.09%
CYP3A4 inhibition	-	0.7926	79.26%
CYP2C9 inhibition	-	0.7867	78.67%
CYP2C19 inhibition	-	0.7735	77.35%
CYP2D6 inhibition	-	0.5815	58.15%
CYP1A2 inhibition	-	0.6508	65.08%
CYP2C8 inhibition	+	0.6975	69.75%
CYP inhibitory promiscuity	-	0.6445	64.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6421	64.21%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9491	94.91%
Skin irritation	-	0.7249	72.49%
Skin corrosion	-	0.9135	91.35%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7702	77.02%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5242	52.42%
skin sensitisation	-	0.8142	81.42%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8332	83.32%
Acute Oral Toxicity (c)	III	0.5450	54.50%
Estrogen receptor binding	+	0.8656	86.56%
Androgen receptor binding	+	0.7242	72.42%
Thyroid receptor binding	+	0.5466	54.66%
Glucocorticoid receptor binding	+	0.6447	64.47%
Aromatase binding	+	0.6611	66.11%
PPAR gamma	+	0.7132	71.32%
Honey bee toxicity	-	0.7981	79.81%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	98.77%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.53%	97.09%
CHEMBL1991	O14920	Inhibitor of nuclear factor kappa B kinase beta subunit	95.26%	97.15%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	94.85%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.65%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	94.38%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.31%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.54%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.34%	98.95%
CHEMBL213	P08588	Beta-1 adrenergic receptor	91.82%	95.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.27%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.24%	96.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.34%	88.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.07%	90.08%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.76%	93.04%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.70%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.49%	99.23%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	87.33%	96.39%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.96%	93.40%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	86.86%	96.42%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.63%	91.79%
CHEMBL238	Q01959	Dopamine transporter	85.55%	95.88%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.34%	95.83%
CHEMBL4208	P20618	Proteasome component C5	84.84%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.81%	100.00%
CHEMBL5646	Q6L5J4	FML2_HUMAN	84.77%	100.00%
CHEMBL1978	P11511	Cytochrome P450 19A1	84.10%	91.76%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	83.85%	98.24%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.25%	97.28%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.96%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.58%	89.00%
CHEMBL2535	P11166	Glucose transporter	82.53%	98.75%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.12%	97.50%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.25%	99.18%

Plants that contains it

• Spatholobus suberectus

Cross-Links

• PubChem: 10793134
• NPASS: NPC286150