4-(2,5-Dichloro-4-{[(4R)-4-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]-1,3-thiazolidin-3-yl]-methyl}phenoxymethyl)-N-[(2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl]benzamide

ID: ALA4202981

PubChem CID: 71599441

Max Phase: Preclinical

Molecular Formula: C36H42Cl2N4O8S

Molecular Weight: 761.72

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: O=C(NC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)c1ccc(COc2cc(Cl)c(CN3CSC[C@H]3C(=O)N3CCN(C4CC4)c4ccccc43)cc2Cl)cc1

Standard InChI: InChI=1S/C36H42Cl2N4O8S/c37-25-14-32(50-18-21-5-7-22(8-6-21)35(48)39-15-30(44)33(46)34(47)31(45)17-43)26(38)13-23(25)16-40-20-51-19-29(40)36(49)42-12-11-41(24-9-10-24)27-3-1-2-4-28(27)42/h1-8,13-14,24,29-31,33-34,43-47H,9-12,15-20H2,(H,39,48)/t29-,30-,31+,33+,34+/m0/s1

Standard InChI Key: VQICVPORQPLTMV-IKVATAHOSA-N

Molfile:

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M  END

Associated Targets(Human)

GPBAR1 Tchem G-protein coupled bile acid receptor 1 (1723 Activities)

Discover Target: GPBAR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NR1H4 Tclin Bile acid receptor FXR (6228 Activities)

Discover Target: NR1H4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLC10A2 Tclin Ileal bile acid transporter (415 Activities)

Discover Target: SLC10A2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Gpbar1 G-protein coupled bile acid receptor 1 (577 Activities)

Discover Target: Gpbar1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mus musculus (284745 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Slc10a2 Ileal sodium/bile acid cotransporter (19 Activities)

Discover Target: Slc10a2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 761.72	Molecular Weight (Monoisotopic): 760.2100	AlogP: 2.63	#Rotatable Bonds: 14
Polar Surface Area: 166.27	Molecular Species: NEUTRAL	HBA: 11	HBD: 6
#RO5 Violations: 3	HBA (Lipinski): 12	HBD (Lipinski): 6	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 12.64	CX Basic pKa: 3.40	CX LogP: 2.21	CX LogD: 2.21
Aromatic Rings: 3	Heavy Atoms: 51	QED Weighted: 0.14	Np Likeness Score: -0.68

References

1. Chen T, Reich NW, Bell N, Finn PD, Rodriguez D, Kohler J, Kozuka K, He L, Spencer AG, Charmot D, Navre M, Carreras CW, Koo-McCoy S, Tabora J, Caldwell JS, Jacobs JW, Lewis JG.. (2018) Design of Gut-Restricted Thiazolidine Agonists of G Protein-Coupled Bile Acid Receptor 1 (GPBAR1, TGR5)., 61 (17): [PMID:30141927] [10.1021/acs.jmedchem.8b00308]

4-(2,5-Dichloro-4-{[(4R)-4-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]-1,3-thiazolidin-3-yl]-methyl}phenoxymethyl)-N-[(2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl]benzamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source