Ionophore A23187

Details

• Internal ID: 49c70c5c-fa88-4d21-802f-245b68d92a7d
• Taxonomy: Organoheterocyclic compounds > Benzoxazoles
• IUPAC Name: 5-(methylamino)-2-[[(2S,3R,5R,8S,9S)-3,5,9-trimethyl-2-[1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undecan-8-yl]methyl]-1,3-benzoxazole-4-carboxylic acid
• SMILES (Canonical): CC1CCC2(C(CC(C(O2)C(C)C(=O)C3=CC=CN3)C)C)OC1CC4=NC5=C(O4)C=CC(=C5C(=O)O)NC
• SMILES (Isomeric): C[C@H]1CCC2([C@@H](C[C@H]([C@H](O2)C(C)C(=O)C3=CC=CN3)C)C)O[C@H]1CC4=NC5=C(O4)C=CC(=C5C(=O)O)NC
• InChI: InChI=1S/C29H37N3O6/c1-15-10-11-29(17(3)13-16(2)27(38-29)18(4)26(33)20-7-6-12-31-20)37-22(15)14-23-32-25-21(36-23)9-8-19(30-5)24(25)28(34)35/h6-9,12,15-18,22,27,30-31H,10-11,13-14H2,1-5H3,(H,34,35)/t15-,16+,17+,18?,22-,27-,29?/m0/s1
• InChI Key: HIYAVKIYRIFSCZ-CVXKHCKVSA-N
• Popularity: 12,109 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₇N₃O₆
• Molecular Weight: 523.60 g/mol
• Exact Mass: 523.26823591 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.53
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

• Antibiotic A23187
• 52665-69-7
• CHEBI:3305
• A23187
• A-23187
• Calcium ionophore A23187
• A 23187
• C29H37N3O6
• Spectrum_001976
• UPCMLD-DP093
• CBiol_001742
• BSPBio_001576
• KBioGR_000296
• KBioSS_000296
• KBioSS_002542
• DivK1c_000618
• SCHEMBL258988
• CHEMBL1434752
• UPCMLD-DP093:001
• UPCMLD-DP093:002
• UPCMLD-DP093:003
• HMS501O20
• KBio1_000618
• KBio2_000296
• KBio2_002533
• KBio2_002864
• KBio2_005101
• KBio2_005432
• KBio2_007669
• KBio3_000591
• KBio3_000592
• NINDS_000618
• Bio1_000028
• Bio1_000517
• Bio1_001006
• Bio2_000296
• Bio2_000776
• HMS1361O18
• HMS1791O18
• HMS1989O18
• HMS3402O18
• HB1000
• MFCD00151202
• CCG-208023
• CCG-208154
• IDI1_000618
• IDI1_034046
• SMP2_000029
• NCGC00161647-01
• A23187 (Mixed Calcium-Magnesium Salt)
• BRD-A19134330-001-03-8
• Q27106018
• 5-(methylamino)-2-({(2S,3S,8S,9R,11R)-3,9,11-trimethyl-8-[1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undec-2-yl}methyl)-1,3-benzoxazole-4-carboxylic acid
• 5-(methylamino)-2-[[(2S,3R,5R,8S,9S)-3,5,9-trimethyl-2-[1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7-dioxaspiro[5.5]undecan-8-yl]methyl]-1,3-benzoxazole-4-carboxylic acid
• 5-(methylamino)-2-[[(3S,4S,7R,9R,10S)-3,7,9-trimethyl-10-[1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-5,11-dioxaspiro[5.5]undecan-4-yl]methyl]-1,3-benzoxazole-4-carboxylic acid
• 5-(Methylamino)-2-[[2R,3R,6S,8S,9R,11R)-3,9,11-trimethyl-8-[(1S)-1-methyl-2-oxo-2-(1H-pyr rol-2-yl)-ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-4-benzoxazolecarboxylic acid
• 6S-[6.alpha.(2S*,3S*),8.beta.(R*),9.beta.11. alpha.]-5-(Methylamino)-2-[[3,9,11-trimethyl-8- [1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7- dioxaspiro[5,5]undec-2-yl]methyl-4- benzoxazolecarboxylic aci

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6531	65.31%
Caco-2	-	0.7933	79.33%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Plasma membrane	0.5412	54.12%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.8606	86.06%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7822	78.22%
BSEP inhibitior	+	0.9529	95.29%
P-glycoprotein inhibitior	-	0.8847	88.47%
P-glycoprotein substrate	+	0.7133	71.33%
CYP3A4 substrate	+	0.6837	68.37%
CYP2C9 substrate	+	0.8102	81.02%
CYP2D6 substrate	-	0.8495	84.95%
CYP3A4 inhibition	+	0.7960	79.60%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9357	93.57%
CYP1A2 inhibition	-	0.8063	80.63%
CYP2C8 inhibition	+	0.6839	68.39%
CYP inhibitory promiscuity	+	0.5358	53.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6337	63.37%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9349	93.49%
Skin irritation	-	0.8068	80.68%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6622	66.22%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5524	55.24%
skin sensitisation	-	0.8830	88.30%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.9034	90.34%
Acute Oral Toxicity (c)	III	0.6153	61.53%
Estrogen receptor binding	+	0.7805	78.05%
Androgen receptor binding	+	0.7480	74.80%
Thyroid receptor binding	+	0.6107	61.07%
Glucocorticoid receptor binding	+	0.8080	80.80%
Aromatase binding	+	0.7023	70.23%
PPAR gamma	+	0.5956	59.56%
Honey bee toxicity	-	0.8041	80.41%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9248	92.48%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL5514	P42858	Huntingtin	891.3 nM	Potency	via Super-PRED
CHEMBL5162	Q6W5P4	Neuropeptide S receptor	15.8 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.89%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.57%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.64%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.64%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.98%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.24%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.60%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.60%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	86.67%	90.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.46%	92.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.11%	93.56%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	83.03%	88.84%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.65%	82.69%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.16%	85.30%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.07%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.96%	94.23%
CHEMBL5028	O14672	ADAM10	81.75%	97.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.74%	92.88%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 40486
• LOTUS: LTS0047872
• wikiData: Q27106018