(R)-4-((1,1-Dioxido-4-(6-(2-oxo-2-((2-sulfethyl)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: ALA4463027

Chembl Id: CHEMBL4463027

PubChem CID: 155529426

Max Phase: Preclinical

Molecular Formula: C28H30F6N4O10S3

Molecular Weight: 678.73

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H29F3N4O8S3.C2HF3O2/c27-18-13-20(29)19(28)10-15(18)9-16(30)11-23(34)33-26(3-6-43(36,37)7-4-26)25-32-21-2-1-17(12-22(21)42-25)41-14-24(35)31-5-8-44(38,39)40;3-2(4,5)1(6)7/h1-2,10,12-13,16H,3-9,11,14,30H2,(H,31,35)(H,33,34)(H,38,39,40);(H,6,7)/t16-;/m1./s1

Standard InChI Key:  JXIGIFSXLAAYEF-PKLMIRHRSA-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: 678.73

Molecular Weight (Monoisotopic): 678.1100

AlogP: 1.58

#Rotatable Bonds: 12

Polar Surface Area: 194.85

Molecular Species: ACID

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -1.29

CX Basic pKa: 8.38

CX LogP: -1.24

CX LogD: -1.28

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.16

Np Likeness Score: -1.17

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