2-{[4,4-bis(3-methylthiophen-2-yl)but-3-en-1-yl](methyl)amino}-N-[(2,4-difluorophenyl)methyl]-4-hydroxybutanamide

ID: ALA4793317

PubChem CID: 162670649

Max Phase: Preclinical

Molecular Formula: C26H30F2N2O2S2

Molecular Weight: 504.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccsc1C(=CCCN(C)C(CCO)C(=O)NCc1ccc(F)cc1F)c1sccc1C

Standard InChI:  InChI=1S/C26H30F2N2O2S2/c1-17-9-13-33-24(17)21(25-18(2)10-14-34-25)5-4-11-30(3)23(8-12-31)26(32)29-16-19-6-7-20(27)15-22(19)28/h5-7,9-10,13-15,23,31H,4,8,11-12,16H2,1-3H3,(H,29,32)

Standard InChI Key:  AKYJVGAZYRRULZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.0500   -3.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3068   -2.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1213   -4.0056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8165   -3.4228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1120   -6.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5961   -6.9334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4577   -3.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.7615   -3.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5814   -3.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.6116   -2.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7390   -2.9115    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.4241   -4.5895    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 21 23  2  0
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 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 30 33  1  0
 28 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4793317

   ---

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: 504.67

Molecular Weight (Monoisotopic): 504.1717

AlogP: 5.53

#Rotatable Bonds: 11

Polar Surface Area: 52.57

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.56

CX Basic pKa: 8.03

CX LogP: 5.59

CX LogD: 4.86

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.36

Np Likeness Score: -0.89

References

1. Zaręba P,Gryzło B,Malawska K,Sałat K,Höfner GC,Nowaczyk A,Fijałkowski Ł,Rapacz A,Podkowa A,Furgała A,Żmudzki P,Wanner KT,Malawska B,Kulig K.  (2020)  Novel mouse GABA uptake inhibitors with enhanced inhibitory activity toward mGAT3/4 and their effect on pain threshold in mice.,  188  [PMID:31901745] [10.1016/j.ejmech.2019.111920]

Source

Source(1):

• Scientific Literature