ID: ALA4218315

Max Phase: Preclinical

Molecular Formula: C34H47Cl2N5O7S

Molecular Weight: 740.75

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C34H47Cl2N5O7S/c1-38(17-29(43)31(45)32(46)30(44)18-42)34(48)37-11-5-4-6-21-14-25(36)22(15-24(21)35)16-39-20-49-19-28(39)33(47)41-13-12-40(23-9-10-23)26-7-2-3-8-27(26)41/h2-3,7-8,14-15,23,28-32,42-46H,4-6,9-13,16-20H2,1H3,(H,37,48)/t28-,29-,30+,31+,32+/m0/s1

Standard InChI Key:  LYYFIIIMQLYSPV-PCYHVKPNSA-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: 740.75

Molecular Weight (Monoisotopic): 739.2573

AlogP: 2.28

#Rotatable Bonds: 15

Polar Surface Area: 160.28

Molecular Species: NEUTRAL

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.64

CX Basic pKa: 3.65

CX LogP: 1.80

CX LogD: 1.80

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.15

Np Likeness Score: -0.70

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