Pseudacyclin A

Details

• Internal ID: c47cd0c4-b7db-4a40-a701-c0134df12025
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S,3S)-2-acetamido-N-[(3R,6S,12S,15S,18S)-3-benzyl-12,15-bis[(2S)-butan-2-yl]-2,5,11,14,17-pentaoxo-1,4,10,13,16-pentazabicyclo[16.3.0]henicosan-6-yl]-3-methylpentanamide
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NCCCC(C(=O)NC(C(=O)N2CCCC2C(=O)N1)CC3=CC=CC=C3)NC(=O)C(C(C)CC)NC(=O)C)C(C)CC
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)NCCC[C@@H](C(=O)N[C@@H](C(=O)N2CCC[C@H]2C(=O)N1)CC3=CC=CC=C3)NC(=O)[C@H]([C@@H](C)CC)NC(=O)C)[C@@H](C)CC
• InChI: InChI=1S/C39H61N7O7/c1-8-23(4)31-36(50)40-20-14-18-28(42-37(51)32(24(5)9-2)41-26(7)47)34(48)43-29(22-27-16-12-11-13-17-27)39(53)46-21-15-19-30(46)35(49)44-33(25(6)10-3)38(52)45-31/h11-13,16-17,23-25,28-33H,8-10,14-15,18-22H2,1-7H3,(H,40,50)(H,41,47)(H,42,51)(H,43,48)(H,44,49)(H,45,52)/t23-,24-,25-,28-,29+,30-,31-,32-,33-/m0/s1
• InChI Key: RGAWRDNXJUOZMG-XACDJEMLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₁N₇O₇
• Molecular Weight: 739.90 g/mol
• Exact Mass: 739.46324731 g/mol
• Topological Polar Surface Area (TPSA): 195.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

• CHEMBL1163206

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8840	88.40%
Caco-2	-	0.8578	85.78%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.3851	38.51%
OATP2B1 inhibitior	+	0.5669	56.69%
OATP1B1 inhibitior	+	0.8724	87.24%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9225	92.25%
P-glycoprotein inhibitior	+	0.7822	78.22%
P-glycoprotein substrate	+	0.8714	87.14%
CYP3A4 substrate	+	0.6771	67.71%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	-	0.8077	80.77%
CYP3A4 inhibition	-	0.9217	92.17%
CYP2C9 inhibition	-	0.8650	86.50%
CYP2C19 inhibition	-	0.8060	80.60%
CYP2D6 inhibition	-	0.8971	89.71%
CYP1A2 inhibition	-	0.9339	93.39%
CYP2C8 inhibition	+	0.4565	45.65%
CYP inhibitory promiscuity	-	0.9552	95.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6745	67.45%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9230	92.30%
Skin irritation	-	0.7724	77.24%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6835	68.35%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6600	66.00%
skin sensitisation	-	0.9070	90.70%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.8611	86.11%
Acute Oral Toxicity (c)	III	0.6615	66.15%
Estrogen receptor binding	+	0.7878	78.78%
Androgen receptor binding	+	0.5413	54.13%
Thyroid receptor binding	+	0.5582	55.82%
Glucocorticoid receptor binding	+	0.6282	62.82%
Aromatase binding	+	0.6287	62.87%
PPAR gamma	+	0.7711	77.11%
Honey bee toxicity	-	0.8167	81.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8401	84.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.92%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.48%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.68%	85.14%
CHEMBL3524	P56524	Histone deacetylase 4	95.84%	92.97%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.51%	97.64%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	93.39%	93.03%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.33%	90.08%
CHEMBL3202	P48147	Prolyl endopeptidase	92.23%	90.65%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.40%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.79%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.80%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.53%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.09%	95.89%
CHEMBL333	P08253	Matrix metalloproteinase-2	87.84%	96.31%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	86.70%	95.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.46%	82.38%
CHEMBL226	P30542	Adenosine A1 receptor	85.40%	95.93%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	85.26%	92.67%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.83%	94.66%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.58%	90.93%
CHEMBL255	P29275	Adenosine A2b receptor	82.94%	98.59%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.86%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.69%	93.56%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.45%	99.18%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.08%	90.71%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	80.42%	98.24%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.29%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.03%	89.00%

Plants that contains it

• Clausena heptaphylla
• Sarcomelicope glauca
• Stemona japonica

Cross-Links

• PubChem: 46848855
• NPASS: NPC200964
• ChEMBL: CHEMBL1163206
• LOTUS: LTS0044944
• wikiData: Q77483142