ID: ALA4217797

Max Phase: Preclinical

Molecular Formula: C33H45Cl2N5O7S

Molecular Weight: 726.72

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NCCCCc1cc(Cl)c(CN2CSC[C@H]2C(=O)N2CCN(C3CC3)c3ccccc32)cc1Cl)NC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO

Standard InChI:  InChI=1S/C33H45Cl2N5O7S/c34-23-14-21(24(35)13-20(23)5-3-4-10-36-33(47)37-15-28(42)30(44)31(45)29(43)17-41)16-38-19-48-18-27(38)32(46)40-12-11-39(22-8-9-22)25-6-1-2-7-26(25)40/h1-2,6-7,13-14,22,27-31,41-45H,3-5,8-12,15-19H2,(H2,36,37,47)/t27-,28-,29+,30+,31+/m0/s1

Standard InChI Key:  ROSGDMMWEXIKFJ-OXMBMXHISA-N

Molecule Features

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

Properties

Molecular Weight: 726.72

Molecular Weight (Monoisotopic): 725.2417

AlogP: 1.94

#Rotatable Bonds: 15

Polar Surface Area: 169.07

Molecular Species: NEUTRAL

HBA: 10

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.64

CX Basic pKa: 3.65

CX LogP: 1.58

CX LogD: 1.58

Aromatic Rings: 2

Heavy Atoms: 48

QED Weighted: 0.13

Np Likeness Score: -0.56

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]

Source

Source(1):

• Scientific Literature