Calpinactam

Details

• Internal ID: 6055c61d-d40a-49f7-a903-48a2ed35e517
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (4R)-4-[[(2S)-2-[[(2S)-2-[[(2R)-2-amino-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-5-[[(2R,3S)-3-methyl-1-oxo-1-[[(3S)-2-oxoazepan-3-yl]amino]pentan-2-yl]amino]-5-oxopentanoic acid
• SMILES (Canonical): CCC(C)C(C(=O)NC1CCCCNC1=O)NC(=O)C(CCC(=O)O)NC(=O)C(CC2=CN=CN2)NC(=O)C(CC(C)C)NC(=O)C(CC3=CC=CC=C3)N
• SMILES (Isomeric): CC[C@H](C)[C@H](C(=O)N[C@H]1CCCCNC1=O)NC(=O)[C@@H](CCC(=O)O)NC(=O)[C@H](CC2=CN=CN2)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC3=CC=CC=C3)N
• InChI: InChI=1S/C38H57N9O8/c1-5-23(4)32(38(55)44-27-13-9-10-16-41-34(27)51)47-35(52)28(14-15-31(48)49)43-37(54)30(19-25-20-40-21-42-25)46-36(53)29(17-22(2)3)45-33(50)26(39)18-24-11-7-6-8-12-24/h6-8,11-12,20-23,26-30,32H,5,9-10,13-19,39H2,1-4H3,(H,40,42)(H,41,51)(H,43,54)(H,44,55)(H,45,50)(H,46,53)(H,47,52)(H,48,49)/t23-,26+,27-,28+,29-,30-,32+/m0/s1
• InChI Key: GPDRWULXOJRYOR-XHGFRBTRSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₇N₉O₈
• Molecular Weight: 767.90 g/mol
• Exact Mass: 767.43300981 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.20
• H-Bond Acceptor: 9
• H-Bond Donor: 9
• Rotatable Bonds: 21

Synonyms

• Calpinactam, FKI-4905
• orb1692137
• CHEMBL2204376
• SCHEMBL29489911
• C38H57N9O8
• FKI-4905
• MFCD28899524
• AKOS040756339
• HY-120733
• (4R)-4-[[(2S)-2-[[(2S)-2-[[(2R)-2-amino-3-phenyl-propanoyl]amino]-4-methyl-pentanoyl]amino]-3-(1H-imidazol-4-yl)propanoyl]amino]-5-[[(1R,2S)-2-methyl-1-[[(3S)-2-oxoazepan-3-yl]carbamoyl]butyl]amino]-5-oxo-pentanoic acid
• (4R)-4-[[(2S)-2-[[(2S)-2-[[(2R)-2-amino-3-phenyl-propanoyl]amino]-4-methyl-pentanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-5-[[(1R,2S)-2-methyl-1-[[(3S)-2-oxoazepan-3-yl]carbamoyl]butyl]amino]-5-oxo-pentanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7506	75.06%
Caco-2	-	0.8848	88.48%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4061	40.61%
OATP2B1 inhibitior	-	0.5740	57.40%
OATP1B1 inhibitior	+	0.8647	86.47%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9209	92.09%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8179	81.79%
P-glycoprotein inhibitior	+	0.7536	75.36%
P-glycoprotein substrate	+	0.8425	84.25%
CYP3A4 substrate	+	0.6809	68.09%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.7781	77.81%
CYP2C9 inhibition	-	0.8883	88.83%
CYP2C19 inhibition	-	0.8798	87.98%
CYP2D6 inhibition	-	0.9320	93.20%
CYP1A2 inhibition	-	0.9263	92.63%
CYP2C8 inhibition	+	0.6384	63.84%
CYP inhibitory promiscuity	-	0.9443	94.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6668	66.68%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9168	91.68%
Skin irritation	-	0.7881	78.81%
Skin corrosion	-	0.9337	93.37%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4567	45.67%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8728	87.28%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.9262	92.62%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8199	81.99%
Acute Oral Toxicity (c)	III	0.6207	62.07%
Estrogen receptor binding	+	0.8269	82.69%
Androgen receptor binding	+	0.6468	64.68%
Thyroid receptor binding	+	0.5939	59.39%
Glucocorticoid receptor binding	+	0.6033	60.33%
Aromatase binding	+	0.6146	61.46%
PPAR gamma	+	0.7480	74.80%
Honey bee toxicity	-	0.8211	82.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8529	85.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.91%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.14%	96.09%
CHEMBL3837	P07711	Cathepsin L	98.93%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	98.24%	90.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	98.16%	97.64%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.45%	98.33%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	97.27%	88.42%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.02%	93.56%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	95.98%	97.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.15%	97.09%
CHEMBL1255126	O15151	Protein Mdm4	93.66%	90.20%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	92.87%	93.03%
CHEMBL4801	P29466	Caspase-1	92.66%	96.85%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	92.21%	98.24%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.41%	90.08%
CHEMBL2514	O95665	Neurotensin receptor 2	90.07%	100.00%
CHEMBL268	P43235	Cathepsin K	89.07%	96.85%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.78%	93.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.28%	98.05%
CHEMBL259	P32245	Melanocortin receptor 4	88.05%	95.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.02%	99.17%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	87.80%	93.85%
CHEMBL2535	P11166	Glucose transporter	87.43%	98.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.28%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.32%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.60%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.45%	99.23%
CHEMBL1293287	P14735	Insulin-degrading enzyme	83.07%	88.10%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	82.78%	98.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.26%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.05%	95.50%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	81.87%	82.50%
CHEMBL255	P29275	Adenosine A2b receptor	81.65%	98.59%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.10%	100.00%
CHEMBL4072	P07858	Cathepsin B	81.06%	93.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.04%	94.45%
CHEMBL2327	P21452	Neurokinin 2 receptor	80.93%	98.89%
CHEMBL226	P30542	Adenosine A1 receptor	80.54%	95.93%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.13%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46176644
• LOTUS: LTS0125071
• wikiData: Q105014779