4-Amino-2-((4,4-bis(3-methylthiophen-2-yl)but-3-en-1-yl)(methyl)amino)-N-(4-methylbenzyl)butanamide

ID: ALA4796172

PubChem CID: 162672712

Max Phase: Preclinical

Molecular Formula: C27H35N3OS2

Molecular Weight: 481.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(CNC(=O)C(CCN)N(C)CCC=C(c2sccc2C)c2sccc2C)cc1

Standard InChI:  InChI=1S/C27H35N3OS2/c1-19-7-9-22(10-8-19)18-29-27(31)24(11-14-28)30(4)15-5-6-23(25-20(2)12-16-32-25)26-21(3)13-17-33-26/h6-10,12-13,16-17,24H,5,11,14-15,18,28H2,1-4H3,(H,29,31)

Standard InChI Key:  JIQVQICEOCLXMK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.4582   -3.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7150   -3.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6059   -5.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1889   -5.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0676   -5.1362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5517   -5.8042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5293   -4.8804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2246   -4.2977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5200   -7.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0041   -7.8081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6884   -4.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8649   -4.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1670   -4.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9898   -4.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3314   -3.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8440   -3.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0230   -3.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1523   -3.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
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  6  7  2  0
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  9 10  1  0
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  3 13  1  0
  9 14  1  0
  7 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  2  0
 20 24  1  0
 24 25  1  0
 22 27  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 26  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4796172

   ---

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: 481.73

Molecular Weight (Monoisotopic): 481.2222

AlogP: 5.52

#Rotatable Bonds: 11

Polar Surface Area: 58.36

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.66

CX LogP: 5.71

CX LogD: 3.35

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.38

Np Likeness Score: -0.60

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