ID: ALA4216584

Max Phase: Preclinical

Molecular Formula: C35H41Cl2N5O8S

Molecular Weight: 762.71

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)c1ccc(OCc2cc(Cl)c(CN3CSC[C@H]3C(=O)N3CCN(C4CC4)c4ccccc43)cc2Cl)nc1

Standard InChI:  InChI=1S/C35H41Cl2N5O8S/c36-24-12-22(17-50-31-8-5-20(13-38-31)34(48)39-14-29(44)32(46)33(47)30(45)16-43)25(37)11-21(24)15-40-19-51-18-28(40)35(49)42-10-9-41(23-6-7-23)26-3-1-2-4-27(26)42/h1-5,8,11-13,23,28-30,32-33,43-47H,6-7,9-10,14-19H2,(H,39,48)/t28-,29-,30+,32+,33+/m0/s1

Standard InChI Key:  KALNGVGZRIWAOP-KVWIHSIESA-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: 762.71

Molecular Weight (Monoisotopic): 761.2053

AlogP: 2.02

#Rotatable Bonds: 14

Polar Surface Area: 179.16

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: 3.55

CX LogP: 1.59

CX LogD: 1.59

Aromatic Rings: 3

Heavy Atoms: 51

QED Weighted: 0.14

Np Likeness Score: -0.85

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