(R)-4-((1,1-dioxido-4-(6-((6-oxo-6-((2-(trimethylammonio)ethyl)amino)hexyl)oxy)benzo[d]thiazol-2-yl)tetrahydro-2Hthiopyran-4-yl)amino)-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-aminium 2,2,2-trifluoroacetate 2,2,2-trifluoroacetic acid

ID: ALA4443285

Chembl Id: CHEMBL4443285

PubChem CID: 155516453

Max Phase: Preclinical

Molecular Formula: C37H46F9N5O9S2

Molecular Weight: 712.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[N+](C)(C)CCNC(=O)CCCCCOc1ccc2nc(C3(NC(=O)C[C@H](N)Cc4cc(F)c(F)cc4F)CCS(=O)(=O)CC3)sc2c1.O=C(O)C(F)(F)F.O=C([O-])C(F)(F)F

Standard InChI:  InChI=1S/C33H44F3N5O5S2.2C2HF3O2/c1-41(2,3)13-12-38-30(42)7-5-4-6-14-46-24-8-9-28-29(20-24)47-32(39-28)33(10-15-48(44,45)16-11-33)40-31(43)19-23(37)17-22-18-26(35)27(36)21-25(22)34;2*3-2(4,5)1(6)7/h8-9,18,20-21,23H,4-7,10-17,19,37H2,1-3H3,(H-,38,40,42,43);2*(H,6,7)/t23-;;/m1../s1

Standard InChI Key:  XOOYJGLKEIDUGG-MQWQBNKOSA-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: 712.88

Molecular Weight (Monoisotopic): 712.2809

AlogP: 3.96

#Rotatable Bonds: 16

Polar Surface Area: 140.48

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.58

CX Basic pKa: 8.38

CX LogP: -1.98

CX LogD: -3.00

Aromatic Rings: 3

Heavy Atoms: 48

QED Weighted: 0.12

Np Likeness Score: -0.87

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