Wollamide B

Details

• Internal ID: 66005455-66d3-47df-96bf-be644f8913e7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 2-[(2S,5R,8S,11S,14R,17S)-5-(3-aminopropyl)-8-(1H-indol-3-ylmethyl)-11,14-bis(2-methylpropyl)-3,6,9,12,15,18-hexaoxo-17-propan-2-yl-1,4,7,10,13,16-hexazacyclooctadec-2-yl]acetamide
• SMILES (Canonical): CC(C)CC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CC2=CNC3=CC=CC=C32)CCCN)CC(=O)N)C(C)C)CC(C)C
• SMILES (Isomeric): CC(C)C[C@H]1C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N1)CC2=CNC3=CC=CC=C32)CCCN)CC(=O)N)C(C)C)CC(C)C
• InChI: InChI=1S/C37H57N9O7/c1-19(2)14-26-33(49)43-27(15-20(3)4)36(52)46-31(21(5)6)37(53)45-29(17-30(39)47)35(51)41-25(12-9-13-38)32(48)44-28(34(50)42-26)16-22-18-40-24-11-8-7-10-23(22)24/h7-8,10-11,18-21,25-29,31,40H,9,12-17,38H2,1-6H3,(H2,39,47)(H,41,51)(H,42,50)(H,43,49)(H,44,48)(H,45,53)(H,46,52)/t25-,26+,27-,28+,29+,31+/m1/s1
• InChI Key: OXJJMHSZSDGXNW-SCJLKASNSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₇N₉O₇
• Molecular Weight: 739.90 g/mol
• Exact Mass: 739.43809519 g/mol
• Topological Polar Surface Area (TPSA): 260.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): -0.00
• H-Bond Acceptor: 8
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

• 2-[(2S,5R,8S,11S,14R,17S)-5-(3-aminopropyl)-8-(1H-indol-3-ylmethyl)-11,14-bis(2-methylpropyl)-3,6,9,12,15,18-hexaoxo-17-propan-2-yl-1,4,7,10,13,16-hexazacyclooctadec-2-yl]acetamide
• 2-((2S,5R,8S,11S,14R,17S)-5-(3-aminopropyl)-8-(1H-indol-3-ylmethyl)-11,14-bis(2-methylpropyl)-3,6,9,12,15,18-hexaoxo-17-propan-2-yl-1,4,7,10,13,16-hexazacyclooctadec-2-yl)acetamide
• RefChem:194948
• CHEMBL4248397
• GTPL13452
• CHEBI:200890
• 2-[(2S,5R,8S,11S,14R,17S)-5-(3-aminopropyl)-8-(1H-indol-3-ylmethyl)-11,14-diisobutyl-17-isopropyl-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexazacyclooctadec-2-yl]acetamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9506	95.06%
Caco-2	-	0.8731	87.31%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4279	42.79%
OATP2B1 inhibitior	+	0.5560	55.60%
OATP1B1 inhibitior	+	0.9056	90.56%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.7858	78.58%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9436	94.36%
P-glycoprotein inhibitior	+	0.7727	77.27%
P-glycoprotein substrate	+	0.8076	80.76%
CYP3A4 substrate	+	0.6388	63.88%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.7560	75.60%
CYP3A4 inhibition	-	0.9334	93.34%
CYP2C9 inhibition	-	0.8266	82.66%
CYP2C19 inhibition	-	0.8398	83.98%
CYP2D6 inhibition	-	0.9479	94.79%
CYP1A2 inhibition	-	0.8120	81.20%
CYP2C8 inhibition	-	0.6206	62.06%
CYP inhibitory promiscuity	-	0.8399	83.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6696	66.96%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9259	92.59%
Skin irritation	-	0.8022	80.22%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6975	69.75%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5716	57.16%
skin sensitisation	-	0.8827	88.27%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7221	72.21%
Acute Oral Toxicity (c)	III	0.6214	62.14%
Estrogen receptor binding	+	0.7590	75.90%
Androgen receptor binding	+	0.6663	66.63%
Thyroid receptor binding	+	0.6035	60.35%
Glucocorticoid receptor binding	+	0.6539	65.39%
Aromatase binding	+	0.6375	63.75%
PPAR gamma	+	0.7642	76.42%
Honey bee toxicity	-	0.8734	87.34%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.6972	69.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.69%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.67%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.06%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.80%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.15%	95.56%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	94.55%	83.10%
CHEMBL1937	Q92769	Histone deacetylase 2	92.04%	94.75%
CHEMBL3310	Q96DB2	Histone deacetylase 11	91.82%	88.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.17%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.21%	97.09%
CHEMBL1949	P62937	Cyclophilin A	89.69%	98.57%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.65%	96.47%
CHEMBL213	P08588	Beta-1 adrenergic receptor	89.24%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	88.95%	97.79%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	87.02%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.80%	92.62%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.13%	90.08%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	83.56%	97.23%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.28%	92.32%
CHEMBL4581	P52732	Kinesin-like protein 1	81.26%	93.18%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	81.20%	97.64%
CHEMBL2535	P11166	Glucose transporter	81.20%	98.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.69%	95.71%
CHEMBL3837	P07711	Cathepsin L	80.13%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	80.06%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102341742
• LOTUS: LTS0187556
• wikiData: Q77280513