(1R)-1-[3-(diaminomethylideneamino)propyl]-2,3,4,9-tetrahydropyrido[3,4-b]indole-1-carboxylic acid

Details

• Internal ID: f8299748-8e00-46d4-bce3-99b35bfdeb06
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: (1R)-1-[3-(diaminomethylideneamino)propyl]-2,3,4,9-tetrahydropyrido[3,4-b]indole-1-carboxylic acid
• InChI: InChI=1S/C16H21N5O2/c17-15(18)19-8-3-7-16(14(22)23)13-11(6-9-20-16)10-4-1-2-5-12(10)21-13/h1-2,4-5,20-21H,3,6-9H2,(H,22,23)(H4,17,18,19)/t16-/m1/s1
• InChI Key: GYOBSTQHVAIGKW-MRXNPFEDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₁N₅O₂
• Molecular Weight: 315.37 g/mol
• Exact Mass: 315.16952493 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): 0.65
• H-Bond Acceptor: 3
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9469	94.69%
Caco-2	-	0.7419	74.19%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5301	53.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9165	91.65%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7941	79.41%
P-glycoprotein inhibitior	-	0.8418	84.18%
P-glycoprotein substrate	-	0.5887	58.87%
CYP3A4 substrate	+	0.5615	56.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6830	68.30%
CYP3A4 inhibition	-	0.8697	86.97%
CYP2C9 inhibition	-	0.8896	88.96%
CYP2C19 inhibition	-	0.8650	86.50%
CYP2D6 inhibition	-	0.7770	77.70%
CYP1A2 inhibition	-	0.8952	89.52%
CYP2C8 inhibition	+	0.4525	45.25%
CYP inhibitory promiscuity	-	0.9808	98.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6382	63.82%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9715	97.15%
Skin irritation	-	0.7622	76.22%
Skin corrosion	-	0.9275	92.75%
Ames mutagenesis	-	0.6108	61.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.3794	37.94%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8247	82.47%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7169	71.69%
Acute Oral Toxicity (c)	III	0.5760	57.60%
Estrogen receptor binding	+	0.6597	65.97%
Androgen receptor binding	+	0.7175	71.75%
Thyroid receptor binding	+	0.6143	61.43%
Glucocorticoid receptor binding	+	0.6006	60.06%
Aromatase binding	+	0.6128	61.28%
PPAR gamma	+	0.8955	89.55%
Honey bee toxicity	-	0.9428	94.28%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.6517	65.17%

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	99.11%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.86%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.65%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.64%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	91.07%	98.59%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.62%	91.71%
CHEMBL2581	P07339	Cathepsin D	89.26%	98.95%
CHEMBL2535	P11166	Glucose transporter	87.40%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.09%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.39%	90.17%
CHEMBL3902	P09211	Glutathione S-transferase Pi	85.79%	93.81%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	83.48%	91.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.88%	99.17%
CHEMBL1781	P11387	DNA topoisomerase I	81.15%	97.00%
CHEMBL5028	O14672	ADAM10	81.08%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 100965218
• LOTUS: LTS0199113
• wikiData: Q105023964