(R)-4-((1,1-dioxido-4-(6-((6-oxo-6-(((2S,3R,4S,5R)-2,3,4,5,6-pentahydroxyhexyl)amino)hexyl)oxy)benzo[d]thiazol-2-yl)tetrahydro-2H-thiopyran-4-yl)amino)-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-aminium trifluoroacetate

ID: ALA4532312

Chembl Id: CHEMBL4532312

PubChem CID: 155546630

Max Phase: Preclinical

Molecular Formula: C36H46F6N4O12S2

Molecular Weight: 790.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N[C@@H](CC(=O)NC1(c2nc3ccc(OCCCCCC(=O)NC[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO)cc3s2)CCS(=O)(=O)CC1)Cc1cc(F)c(F)cc1F.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C34H45F3N4O10S2.C2HF3O2/c35-22-16-24(37)23(36)13-19(22)12-20(38)14-30(46)41-34(7-10-53(49,50)11-8-34)33-40-25-6-5-21(15-28(25)52-33)51-9-3-1-2-4-29(45)39-17-26(43)31(47)32(48)27(44)18-42;3-2(4,5)1(6)7/h5-6,13,15-16,20,26-27,31-32,42-44,47-48H,1-4,7-12,14,17-18,38H2,(H,39,45)(H,41,46);(H,6,7)/t20-,26+,27-,31-,32+;/m1./s1

Standard InChI Key:  PMECQJPJMMRHRX-BRKLDZCNSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 790.88

Molecular Weight (Monoisotopic): 790.2529

AlogP: 0.69

#Rotatable Bonds: 19

Polar Surface Area: 241.63

Molecular Species: NEUTRAL

HBA: 13

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.55

CX Basic pKa: 8.38

CX LogP: -1.05

CX LogD: -2.07

Aromatic Rings: 3

Heavy Atoms: 53

QED Weighted: 0.06

Np Likeness Score: -0.55

References

1. Huang F, Ning M, Wang K, Liu J, Guan W, Leng Y, Shen J..  (2019)  Discovery of Highly Polar β-Homophenylalanine Derivatives as Nonsystemic Intestine-Targeted Dipeptidyl Peptidase IV Inhibitors.,  62  (23): [PMID:31747282] [10.1021/acs.jmedchem.9b01649]

Source

Source(1):

• Scientific Literature