Geldanamycin C

Details

• Internal ID: e3d47bff-40ec-4d7c-8899-61f29cc47cdd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > N-acyl-alpha-hexosamines
• IUPAC Name: [(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-21-[(2R)-2-acetamido-3-[[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(2R,3S,5R,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyoxan-3-yl]amino]-3-oxopropyl]sulfanyl-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl] carbamate
• InChI: InChI=1S/C46H68N4O21S/c1-17-12-22-30(54)27(49-43(63)18(2)10-9-11-24(66-6)39(71-46(47)65)20(4)14-19(3)29(53)25(13-17)67-7)42(38(62)40(22)68-8)72-16-23(48-21(5)52)44(64)50-28-32(56)31(55)26(15-51)69-45(28)70-41-36(60)34(58)33(57)35(59)37(41)61/h9-11,14,17,19,23-26,28-29,31-37,39,41,45,51,53,55-61H,12-13,15-16H2,1-8H3,(H2,47,65)(H,48,52)(H,49,63)(H,50,64)/b11-9-,18-10+,20-14+/t17-,19+,23+,24+,25+,26-,28-,29-,31-,32-,33?,34-,35+,36-,37-,39+,41?,45-/m1/s1
• InChI Key: GZTUJHIGOQXOGU-SFBHKTAZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₆₈N₄O₂₁S
• Molecular Weight: 1045.10 g/mol
• Exact Mass: 1044.40967636 g/mol
• Topological Polar Surface Area (TPSA): 427.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -3.90
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6680	66.80%
Caco-2	-	0.8650	86.50%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Lysosomes	0.3898	38.98%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8205	82.05%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8877	88.77%
P-glycoprotein inhibitior	+	0.7406	74.06%
P-glycoprotein substrate	+	0.8724	87.24%
CYP3A4 substrate	+	0.7425	74.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.8298	82.98%
CYP2C9 inhibition	-	0.7867	78.67%
CYP2C19 inhibition	-	0.7398	73.98%
CYP2D6 inhibition	-	0.8867	88.67%
CYP1A2 inhibition	-	0.7855	78.55%
CYP2C8 inhibition	+	0.7668	76.68%
CYP inhibitory promiscuity	-	0.8811	88.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4820	48.20%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.9016	90.16%
Skin irritation	-	0.7580	75.80%
Skin corrosion	-	0.9194	91.94%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7373	73.73%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5305	53.05%
skin sensitisation	-	0.8373	83.73%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6199	61.99%
Acute Oral Toxicity (c)	III	0.5989	59.89%
Estrogen receptor binding	+	0.8183	81.83%
Androgen receptor binding	+	0.7276	72.76%
Thyroid receptor binding	+	0.6447	64.47%
Glucocorticoid receptor binding	+	0.7667	76.67%
Aromatase binding	+	0.6163	61.63%
PPAR gamma	+	0.8139	81.39%
Honey bee toxicity	-	0.5882	58.82%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.6913	69.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.57%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.83%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.25%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.99%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.76%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	92.95%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.91%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.74%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.95%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	87.66%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.55%	93.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.44%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.94%	96.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.81%	96.77%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.55%	97.33%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	86.04%	88.42%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.37%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.05%	99.17%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	85.04%	95.48%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.00%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.89%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.84%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.09%	95.83%
CHEMBL5028	O14672	ADAM10	82.61%	97.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.52%	92.94%
CHEMBL299	P17252	Protein kinase C alpha	82.32%	98.03%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.13%	95.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.29%	96.21%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.22%	97.28%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.74%	89.00%
CHEMBL259	P32245	Melanocortin receptor 4	80.67%	95.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.43%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	80.06%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591496
• LOTUS: LTS0191058
• wikiData: Q105024612