ID: ALA4215045

Max Phase: Preclinical

Molecular Formula: C36H42Cl2N4O8S

Molecular Weight: 761.73

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)c1cccc(OCc2cc(Cl)c(CN3CSC[C@H]3C(=O)N3CCN(C4CC4)c4ccccc43)cc2Cl)c1

Standard InChI:  InChI=1S/C36H42Cl2N4O8S/c37-26-14-23(18-50-25-5-3-4-21(12-25)35(48)39-15-31(44)33(46)34(47)32(45)17-43)27(38)13-22(26)16-40-20-51-19-30(40)36(49)42-11-10-41(24-8-9-24)28-6-1-2-7-29(28)42/h1-7,12-14,24,30-34,43-47H,8-11,15-20H2,(H,39,48)/t30-,31-,32+,33+,34+/m0/s1

Standard InChI Key:  BTOAALODSZMFQE-VHFAWWBMSA-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: 761.73

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: 3.55

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]

Source

Source(1):

• Scientific Literature