(R)-3-Amino-4-(2-fluoro-phenyl)-N-{4-[4-(4-fluoro-phenyl)-thiazol-2-yl]-1,1-dioxo-hexahydro-1lambda*6*-thiopyran-4-yl}-butyramide

ID: ALA2206482

PubChem CID: 71463122

Max Phase: Preclinical

Molecular Formula: C24H25F2N3O3S2

Molecular Weight: 505.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@@H](CC(=O)NC1(c2nc(-c3ccc(F)cc3)cs2)CCS(=O)(=O)CC1)Cc1ccccc1F

Standard InChI:  InChI=1S/C24H25F2N3O3S2/c25-18-7-5-16(6-8-18)21-15-33-23(28-21)24(9-11-34(31,32)12-10-24)29-22(30)14-19(27)13-17-3-1-2-4-20(17)26/h1-8,15,19H,9-14,27H2,(H,29,30)/t19-/m1/s1

Standard InChI Key:  DINSMNCBXHZOQU-LJQANCHMSA-N

Molfile:  

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   29.2117   -3.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6560   -3.3742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0315   -3.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2206482

   (3R)-3-amino-4-(2-fluorophenyl)-N-[4-[4-(4-fluorophenyl)-1,3-thiazol-2-yl]-1,1-dioxothian-4-yl]butanamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 505.61

Molecular Weight (Monoisotopic): 505.1305

AlogP: 3.57

#Rotatable Bonds: 7

Polar Surface Area: 102.15

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.01

CX Basic pKa: 8.41

CX LogP: 2.42

CX LogD: 1.37

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.51

Np Likeness Score: -1.29

References

1. Nitta A, Fujii H, Sakami S, Satoh M, Nakaki J, Satoh S, Kumagai H, Kawai H..  (2012)  Novel series of 3-amino-N-(4-aryl-1,1-dioxothian-4-yl)butanamides as potent and selective dipeptidyl peptidase IV inhibitors.,  22  (23): [PMID:23072865] [10.1016/j.bmcl.2012.09.099]

Source

Source(1):

• Scientific Literature