(3aS,7aS)-N-[5-(diaminomethylideneamino)-1-oxopentan-2-yl]-1-[(2S)-2-(hexanoylamino)-3-(4-hydroxyphenyl)propanoyl]-6-hydroxy-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxamide

Details

• Internal ID: dd6a3ffc-04d3-463d-a2fe-ce8411339ac4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids and derivatives
• IUPAC Name: (3aS,7aS)-N-[5-(diaminomethylideneamino)-1-oxopentan-2-yl]-1-[(2S)-2-(hexanoylamino)-3-(4-hydroxyphenyl)propanoyl]-6-hydroxy-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxamide
• SMILES (Canonical): CCCCCC(=O)NC(CC1=CC=C(C=C1)O)C(=O)N2C3CC(CCC3CC2C(=O)NC(CCCN=C(N)N)C=O)O
• SMILES (Isomeric): CCCCCC(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)N2[C@H]3CC(CC[C@H]3CC2C(=O)NC(CCCN=C(N)N)C=O)O
• InChI: InChI=1S/C30H46N6O6/c1-2-3-4-7-27(40)35-24(15-19-8-11-22(38)12-9-19)29(42)36-25-17-23(39)13-10-20(25)16-26(36)28(41)34-21(18-37)6-5-14-33-30(31)32/h8-9,11-12,18,20-21,23-26,38-39H,2-7,10,13-17H2,1H3,(H,34,41)(H,35,40)(H4,31,32,33)/t20-,21?,23?,24-,25-,26?/m0/s1
• InChI Key: NYGVGDLVEMUBNK-KYLFSUAXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆N₆O₆
• Molecular Weight: 586.70 g/mol
• Exact Mass: 586.34788321 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.87
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9793	97.93%
Caco-2	-	0.8876	88.76%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5911	59.11%
OATP2B1 inhibitior	-	0.7153	71.53%
OATP1B1 inhibitior	+	0.8393	83.93%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6951	69.51%
P-glycoprotein inhibitior	+	0.6965	69.65%
P-glycoprotein substrate	+	0.8941	89.41%
CYP3A4 substrate	+	0.7179	71.79%
CYP2C9 substrate	-	0.6150	61.50%
CYP2D6 substrate	-	0.7590	75.90%
CYP3A4 inhibition	-	0.7546	75.46%
CYP2C9 inhibition	-	0.8110	81.10%
CYP2C19 inhibition	-	0.7391	73.91%
CYP2D6 inhibition	-	0.8818	88.18%
CYP1A2 inhibition	-	0.8858	88.58%
CYP2C8 inhibition	+	0.6211	62.11%
CYP inhibitory promiscuity	-	0.9086	90.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6188	61.88%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9490	94.90%
Skin irritation	-	0.7833	78.33%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5899	58.99%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5715	57.15%
skin sensitisation	-	0.8682	86.82%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7125	71.25%
Acute Oral Toxicity (c)	III	0.6511	65.11%
Estrogen receptor binding	+	0.6445	64.45%
Androgen receptor binding	+	0.6232	62.32%
Thyroid receptor binding	-	0.5217	52.17%
Glucocorticoid receptor binding	+	0.6006	60.06%
Aromatase binding	+	0.6224	62.24%
PPAR gamma	+	0.6228	62.28%
Honey bee toxicity	-	0.8119	81.19%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6210	62.10%
Fish aquatic toxicity	+	0.9341	93.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.70%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.40%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.32%	96.09%
CHEMBL3837	P07711	Cathepsin L	96.97%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.49%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.17%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	95.69%	90.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.02%	93.10%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	93.56%	91.81%
CHEMBL2514	O95665	Neurotensin receptor 2	92.72%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	91.85%	91.19%
CHEMBL3891	P07384	Calpain 1	91.59%	93.04%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.49%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.12%	97.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.09%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.84%	95.56%
CHEMBL4072	P07858	Cathepsin B	90.45%	93.67%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.21%	97.29%
CHEMBL259	P32245	Melanocortin receptor 4	89.41%	95.38%
CHEMBL221	P23219	Cyclooxygenase-1	89.12%	90.17%
CHEMBL230	P35354	Cyclooxygenase-2	89.02%	89.63%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	88.90%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.83%	100.00%
CHEMBL204	P00734	Thrombin	88.73%	96.01%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	88.08%	97.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.97%	95.89%
CHEMBL2535	P11166	Glucose transporter	87.75%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.40%	93.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.27%	97.64%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.17%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.15%	82.69%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	86.93%	98.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.55%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.42%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.67%	97.21%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	83.25%	96.67%
CHEMBL249	P25103	Neurokinin 1 receptor	82.81%	99.17%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.97%	97.50%
CHEMBL236	P41143	Delta opioid receptor	81.91%	99.35%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163194731
• LOTUS: LTS0175957
• wikiData: Q104246328