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

ID: ALA4533178

Chembl Id: CHEMBL4533178

PubChem CID: 155547343

Max Phase: Preclinical

Molecular Formula: C32H38F6N4O12S2

Molecular Weight: 734.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N[C@@H](CC(=O)NC1(c2nc3ccc(OCC(=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/C30H37F3N4O10S2.C2HF3O2/c31-18-11-20(33)19(32)8-15(18)7-16(34)9-25(41)37-30(3-5-49(45,46)6-4-30)29-36-21-2-1-17(10-24(21)48-29)47-14-26(42)35-12-22(39)27(43)28(44)23(40)13-38;3-2(4,5)1(6)7/h1-2,8,10-11,16,22-23,27-28,38-40,43-44H,3-7,9,12-14,34H2,(H,35,42)(H,37,41);(H,6,7)/t16-,22+,23-,27-,28+;/m1./s1

Standard InChI Key:  UICKIKRHHHXSNJ-PMVPOSJLSA-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: 734.77

Molecular Weight (Monoisotopic): 734.1903

AlogP: -0.88

#Rotatable Bonds: 15

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: 11.48

CX Basic pKa: 8.38

CX LogP: -2.46

CX LogD: -3.49

Aromatic Rings: 3

Heavy Atoms: 49

QED Weighted: 0.09

Np Likeness Score: -0.73

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