N-(4-(4-(2-trifluoromethylphenyl)piperazin-1-yl)butyl)-4-(thiophen-3-yl)benzamide

ID: ALA4476605

PubChem CID: 155538429

Max Phase: Preclinical

Molecular Formula: C26H28F3N3OS

Molecular Weight: 487.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCCCCN1CCN(c2ccccc2C(F)(F)F)CC1)c1ccc(-c2ccsc2)cc1

Standard InChI:  InChI=1S/C26H28F3N3OS/c27-26(28,29)23-5-1-2-6-24(23)32-16-14-31(15-17-32)13-4-3-12-30-25(33)21-9-7-20(8-10-21)22-11-18-34-19-22/h1-2,5-11,18-19H,3-4,12-17H2,(H,30,33)

Standard InChI Key:  RSQYYIMQKSBFSO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   28.2592   -5.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.0554   -6.5335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8547   -6.7035    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.2634   -5.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.1913   -2.0413    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.4831   -0.8158    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476605

   ---

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: 487.59

Molecular Weight (Monoisotopic): 487.1905

AlogP: 5.77

#Rotatable Bonds: 8

Polar Surface Area: 35.58

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.03

CX LogP: 5.69

CX LogD: 4.96

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.41

Np Likeness Score: -1.83

References

1. Chen PJ, Taylor M, Griffin SA, Amani A, Hayatshahi H, Korzekwa K, Ye M, Mach RH, Liu J, Luedtke RR, Gordon JC, Blass BE..  (2019)  Design, synthesis, and evaluation of N-(4-(4-phenyl piperazin-1-yl)butyl)-4-(thiophen-3-yl)benzamides as selective dopamine D₃ receptor ligands.,  29  (18): [PMID:31387791] [10.1016/j.bmcl.2019.07.020]

Source

Source(1):

• Scientific Literature