(R)-4-((1,1-dioxido-4-(6-((12-oxo-12-(((2S,3R,4S,5R)-2,3,4,5,6-pentahydroxyhexyl)amino)dodecyl)oxy)benzo[d]thiazol-2-yl)tetrahydro-2Hthiopyran-4-yl)amino)-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-aminium trifluoroacetate

ID: ALA4584732

Chembl Id: CHEMBL4584732

PubChem CID: 155561792

Max Phase: Preclinical

Molecular Formula: C42H58F6N4O12S2

Molecular Weight: 875.04

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N[C@@H](CC(=O)NC1(c2nc3ccc(OCCCCCCCCCCCC(=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/C40H57F3N4O10S2.C2HF3O2/c41-28-22-30(43)29(42)19-25(28)18-26(44)20-36(52)47-40(13-16-59(55,56)17-14-40)39-46-31-12-11-27(21-34(31)58-39)57-15-9-7-5-3-1-2-4-6-8-10-35(51)45-23-32(49)37(53)38(54)33(50)24-48;3-2(4,5)1(6)7/h11-12,19,21-22,26,32-33,37-38,48-50,53-54H,1-10,13-18,20,23-24,44H2,(H,45,51)(H,47,52);(H,6,7)/t26-,32+,33-,37-,38+;/m1./s1

Standard InChI Key:  LAKAHZATDDNMLP-YWVZQWNWSA-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: 875.04

Molecular Weight (Monoisotopic): 874.3468

AlogP: 3.03

#Rotatable Bonds: 25

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: 1.62

CX LogD: 0.60

Aromatic Rings: 3

Heavy Atoms: 59

QED Weighted: 0.05

Np Likeness Score: -0.49

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