ID: ALA4216361

Max Phase: Preclinical

Molecular Formula: C33H40Cl2N6O7S

Molecular Weight: 735.69

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)c1ccn(Cc2cc(Cl)c(CN3CSC[C@H]3C(=O)N3CCN(C4CC4)c4ccccc43)cc2Cl)n1

Standard InChI:  InChI=1S/C33H40Cl2N6O7S/c34-22-12-20(15-39-8-7-24(37-39)32(47)36-13-28(43)30(45)31(46)29(44)16-42)23(35)11-19(22)14-38-18-49-17-27(38)33(48)41-10-9-40(21-5-6-21)25-3-1-2-4-26(25)41/h1-4,7-8,11-12,21,27-31,42-46H,5-6,9-10,13-18H2,(H,36,47)/t27-,28-,29+,30+,31+/m0/s1

Standard InChI Key:  WHXVSGSTNQQYPW-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: 735.69

Molecular Weight (Monoisotopic): 734.2056

AlogP: 1.29

#Rotatable Bonds: 13

Polar Surface Area: 174.86

Molecular Species: NEUTRAL

HBA: 12

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.63

CX Basic pKa: 3.60

CX LogP: 1.18

CX LogD: 1.18

Aromatic Rings: 3

Heavy Atoms: 49

QED Weighted: 0.15

Np Likeness Score: -0.90

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