Indolactam V

Details

• Internal ID: d5a95165-c024-4f3a-99c6-0fe601ad06d8
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acid amides
• IUPAC Name: (10S,13S)-13-(hydroxymethyl)-9-methyl-10-propan-2-yl-3,9,12-triazatricyclo[6.6.1.04,15]pentadeca-1,4(15),5,7-tetraen-11-one
• SMILES (Canonical): CC(C)C1C(=O)NC(CC2=CNC3=C2C(=CC=C3)N1C)CO
• SMILES (Isomeric): CC(C)[C@H]1C(=O)N[C@@H](CC2=CNC3=C2C(=CC=C3)N1C)CO
• InChI: InChI=1S/C17H23N3O2/c1-10(2)16-17(22)19-12(9-21)7-11-8-18-13-5-4-6-14(15(11)13)20(16)3/h4-6,8,10,12,16,18,21H,7,9H2,1-3H3,(H,19,22)/t12-,16-/m0/s1
• InChI Key: LUZOFMGZMUZSSK-LRDDRELGSA-N
• Popularity: 146 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃N₃O₂
• Molecular Weight: 301.40 g/mol
• Exact Mass: 301.17902698 g/mol
• Topological Polar Surface Area (TPSA): 68.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• Indolactam V
• 90365-57-4
• Indolactum
• (-)-ILV
• (-)-IndolactamV
• CHEMBL27266
• 8CIY9O1323
• C17H23N3O2
• 3H-Pyrrolo(4,3,2-gh)-1,4-benzodiazonin-3-one, 1,2,4,5,6,8-hexahydro-5-(hydroxymethyl)-1-methyl-2-(1-methylethyl)-, (2S,5S)-
• (2S,5S)-1,2,4,5,6,8-Hexahydro-5-(hydroxymethyl)-1-methyl-2-(1-methylethyl)-3H-pyrrolo(4,3,2-gh)-1,4-benzodiazonin-3-one
• (2S,5S)-1,2,4,5,6,8-Hexahydro-5-(hydroxymethyl)-1-methyl-2-(1-methylethyl)-3H-pyrrolo[4,3,2-gh]-1,4-benzodiazonin-3-one
• (2S,5S)-5-(hydroxymethyl)-1-methyl-2-(propan-2-yl)-1,2,4,5,6,8-hexahydro-3H-[1,4]diazonino[7,6,5-cd]indol-3-one
• (2S,5S)-5-(hydroxymethyl)-2-isopropyl-1-methyl-4,5,6,8-tetrahydro-1H-[1,4]diazonino[7,6,5-cd]indol-3(2H)-one
• BRN 4711877
• UNII-8CIY9O1323
• indolactam-V
• ILV
• INDOLACTAM V, (-)
• SCHEMBL1278694
• DTXSID60920432
• CHEBI:192686
• ILV, (-)
• (+-)-IL-V
• BDBM50057511
• HB0002
• HSCI1_000195
• PDSP1_001380
• PDSP2_001364
• hydroxymethyl-isopropyl-methyl-[?]one
• AKOS027326495
• AT25351
• CS-5420
• (-)-Indolactam V, >=96% (HPLC)
• NCGC00345085-01
• 3H-Pyrrolo(4,3,2-gh)-1,4-benzodiazonin-3-one, 1,2,4,5,6,8-hexahydro-5-(hydroxymethyl)-1-methyl-2-(1-methylethyl)-, (2S-(2R*,5R*))-
• HY-12307
• MS-24344
• Q27270189
• (+-)-1,4,5,6-tetrahydro-1-methyl-5-(hydroxymethyl)-(2-1-methylethyl)-1H-pyrrolo[4,3,2-gh]1,4-benzodiazon-3-(2H)-one, 2-cis
• (+/-)-indolactum-V 13-Hydroxymethyl-10-isopropyl-9-methyl-3,9,12-triaza-tricyclo[6.6.1.0*4,15*]pentadeca-1,4,6,8(15)-tetraen-11-one
• (10S,13S)-13-(hydroxymethyl)-9-methyl-10-propan-2-yl-3,9,12-triazatricyclo[6.6.1.04,15]pentadeca-1,4(15),5,7-tetraen-11-one
• (10S,13S)-13-Hydroxymethyl-10-isopropyl-9-methyl-3,9,12-triaza-tricyclo[6.6.1.0*4,15*]pentadeca-1,4(15),5,7-tetraen-11-one
• (10S,13S)-13-Hydroxymethyl-10-isopropyl-9-methyl-3,9,12-triaza-tricyclo[6.6.1.0*4,15*]pentadeca-1,4,6,8(15)-tetraen-11-one
• (2S,5S)-5-(hydroxymethyl)-2-isopropyl-1-methyl-1,2,5,6-tetrahydro-4H-[1,4]diazonino[7,6,5-cd]indol-3(8H)-one
• (S)-13-Hydroxymethyl-10-isopropyl-9-(S)-methyl-3,9,12-triaza-tricyclo[6.6.1.0*4,15*]pentadeca-1,4,6,8(15)-tetraen-11-one
• 13-Hydroxymethyl-10-isopropyl-9-methyl-3,9,12-triaza-tricyclo[6.6.1.0*4,15*]pentadeca-1,4(15),5,7-tetraen-11-one
• 13-Hydroxymethyl-10-isopropyl-9-methyl-3,9,12-triaza-tricyclo[6.6.1.0*4,15*]pentadeca-1,4,6,8(15)-tetraen-11-one(ILV)
• 132341-58-3
• 3H-Pyrrolo[4,3,2-gh]-1,4-benzodiazonin-3-one,1,2,4,5,6,8-hexahydro-5-(hydroxymethyl)-1-methyl-2-(1-methylethyl)-,(2S,5S)-
• 5-(Hydroxymethyl)-1-methyl-2-(propan-2-yl)-2,5,6,8-tetrahydro-1H-[1,4]diazonino[7,6,5-cd]indol-3-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9699	96.99%
Caco-2	+	0.6464	64.64%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5937	59.37%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.7480	74.80%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5950	59.50%
P-glycoprotein inhibitior	-	0.9320	93.20%
P-glycoprotein substrate	+	0.5698	56.98%
CYP3A4 substrate	+	0.5671	56.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7177	71.77%
CYP3A4 inhibition	-	0.7616	76.16%
CYP2C9 inhibition	-	0.7972	79.72%
CYP2C19 inhibition	-	0.7923	79.23%
CYP2D6 inhibition	-	0.8821	88.21%
CYP1A2 inhibition	-	0.5267	52.67%
CYP2C8 inhibition	-	0.9051	90.51%
CYP inhibitory promiscuity	-	0.8028	80.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6960	69.60%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9963	99.63%
Skin irritation	-	0.7831	78.31%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7558	75.58%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8815	88.15%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8627	86.27%
Acute Oral Toxicity (c)	III	0.6230	62.30%
Estrogen receptor binding	-	0.6261	62.61%
Androgen receptor binding	-	0.6331	63.31%
Thyroid receptor binding	-	0.5725	57.25%
Glucocorticoid receptor binding	+	0.7011	70.11%
Aromatase binding	-	0.4949	49.49%
PPAR gamma	+	0.5566	55.66%
Honey bee toxicity	-	0.8753	87.53%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.6045	60.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.91%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.74%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	98.00%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.71%	94.45%
CHEMBL217	P14416	Dopamine D2 receptor	94.92%	95.62%
CHEMBL3310	Q96DB2	Histone deacetylase 11	93.68%	88.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.86%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	91.97%	98.03%
CHEMBL1937	Q92769	Histone deacetylase 2	91.58%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.25%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.20%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.03%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	89.52%	91.49%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.38%	90.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.44%	97.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.11%	93.03%
CHEMBL2535	P11166	Glucose transporter	84.90%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.97%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.84%	86.33%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.95%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.56%	94.00%
CHEMBL1907	P15144	Aminopeptidase N	80.53%	93.31%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 105000
• LOTUS: LTS0160271
• wikiData: Q27270189