(R)-2-(4-fluorophenoxy)-N-(1-(thiophen-2-yl)ethyl)nicotinamide

ID: ALA204449

PubChem CID: 18734933

Max Phase: Preclinical

Molecular Formula: C18H15FN2O2S

Molecular Weight: 342.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](NC(=O)c1cccnc1Oc1ccc(F)cc1)c1cccs1

Standard InChI:  InChI=1S/C18H15FN2O2S/c1-12(16-5-3-11-24-16)21-17(22)15-4-2-10-20-18(15)23-14-8-6-13(19)7-9-14/h2-12H,1H3,(H,21,22)/t12-/m1/s1

Standard InChI Key:  LRQBXHMVEXEFBO-GFCCVEGCSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  1  0  0  0  0  0999 V2000
    4.2486    1.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2474    0.6393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9622    0.2265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6787    0.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6758    1.4703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9604    1.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3887    1.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1047    1.4757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3856    2.7105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8177    1.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5337    1.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8145    2.7159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3938    0.2284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3951   -0.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6799   -1.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6809   -1.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3965   -2.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1127   -1.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1083   -1.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3989   -3.0700    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.6248    0.6604    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.4303    0.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8422    1.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2883    1.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 12  1  6
  6  1  1  0
  4 13  1  0
  1  2  2  0
 13 14  1  0
  5  7  1  0
 14 15  2  0
  3  4  2  0
 15 16  1  0
  7  8  1  0
 16 17  2  0
 17 18  1  0
  7  9  2  0
 18 19  2  0
 19 14  1  0
  4  5  1  0
 17 20  1  0
  8 10  1  0
  2  3  1  0
 10 11  1  0
  5  6  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 11  2  0
 11 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA204449

   (R)-2-(4-fluorophenoxy)-N-(1-(thiophen-2-yl)ethyl)nicotinamide

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: 342.40

Molecular Weight (Monoisotopic): 342.0838

AlogP: 4.57

#Rotatable Bonds: 5

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.90

CX Basic pKa: 1.71

CX LogP: 4.12

CX LogD: 4.12

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.74

Np Likeness Score: -2.18

References

1. Chambers RJ, Abrams K, Castleberry TA, Cheng JB, Fisher DA, Kamath AV, Marfat A, Nettleton DO, Pillar JD, Salter ED, Sheils AL, Shirley JT, Turner CR, Umland JP, Lam KT..  (2006)  A new chemical tool for exploring the role of the PDE4D isozyme in leukocyte function.,  16  (3): [PMID:16263279] [10.1016/j.bmcl.2005.10.026]

Source

Source(1):

• Scientific Literature