ID: ALA4214838

Max Phase: Preclinical

Molecular Formula: C32H41Cl2FN4O7

Molecular Weight: 683.61

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(CCc1cc(Cl)c(CN2C[C@@H](F)C[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/C32H41Cl2FN4O7/c33-22-12-19(23(34)11-18(22)5-8-29(43)36-14-27(41)30(44)31(45)28(42)17-40)15-37-16-20(35)13-26(37)32(46)39-10-9-38(21-6-7-21)24-3-1-2-4-25(24)39/h1-4,11-12,20-21,26-28,30-31,40-42,44-45H,5-10,13-17H2,(H,36,43)/t20-,26-,27-,28+,30+,31+/m0/s1

Standard InChI Key:  DPDGVKIIRCOGEZ-QZOOIAGPSA-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: 683.61

Molecular Weight (Monoisotopic): 682.2336

AlogP: 1.41

#Rotatable Bonds: 13

Polar Surface Area: 157.04

Molecular Species: NEUTRAL

HBA: 9

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.64

CX Basic pKa: 4.75

CX LogP: 0.95

CX LogD: 0.95

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.18

Np Likeness Score: -0.42

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