ID: ALA4217133

Max Phase: Preclinical

Molecular Formula: C36H46Cl2N6O6S

Molecular Weight: 761.77

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@@H](NC(=O)[C@@H](C)NC(=O)[C@@H](C)NC(=O)CCCCc1cc(Cl)c(CN2CSC[C@H]2C(=O)N2CCN(C3CC3)c3ccccc32)cc1Cl)C(=O)O

Standard InChI:  InChI=1S/C36H46Cl2N6O6S/c1-21(33(46)40-22(2)34(47)41-23(3)36(49)50)39-32(45)11-7-4-8-24-16-28(38)25(17-27(24)37)18-42-20-51-19-31(42)35(48)44-15-14-43(26-12-13-26)29-9-5-6-10-30(29)44/h5-6,9-10,16-17,21-23,26,31H,4,7-8,11-15,18-20H2,1-3H3,(H,39,45)(H,40,46)(H,41,47)(H,49,50)/t21-,22-,23-,31+/m1/s1

Standard InChI Key:  NXFCVZUVDCJRNI-BVISUOFCSA-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: 761.77

Molecular Weight (Monoisotopic): 760.2577

AlogP: 4.20

#Rotatable Bonds: 15

Polar Surface Area: 151.39

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.86

CX Basic pKa: 3.44

CX LogP: 3.60

CX LogD: 0.91

Aromatic Rings: 2

Heavy Atoms: 51

QED Weighted: 0.20

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