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

ID: ALA4785506

PubChem CID: 162668300

Max Phase: Preclinical

Molecular Formula: C26H32ClN3OS2

Molecular Weight: 502.15

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccsc1C(=CCCN(C)C(CCN)C(=O)NCc1ccc(Cl)cc1)c1sccc1C

Standard InChI:  InChI=1S/C26H32ClN3OS2/c1-18-11-15-32-24(18)22(25-19(2)12-16-33-25)5-4-14-30(3)23(10-13-28)26(31)29-17-20-6-8-21(27)9-7-20/h5-9,11-12,15-16,23H,4,10,13-14,17,28H2,1-3H3,(H,29,31)

Standard InChI Key:  BSSIARMOAYIHEQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.6333   -3.9708    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    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
    3.0457   -2.6999    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
    2.7999   -5.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7128   -6.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4661   -6.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0187   -6.1025    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5000   -2.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1889   -5.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2470   -5.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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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    7.7087   -4.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
   10.1671   -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 Cl  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
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  3 13  1  0
  9 14  1  0
  7 15  1  0
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 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:

   

   ALA4785506

   ---

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: 502.15

Molecular Weight (Monoisotopic): 501.1675

AlogP: 5.87

#Rotatable Bonds: 11

Polar Surface Area: 58.36

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.66

CX LogP: 5.80

CX LogD: 3.44

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.35

Np Likeness Score: -0.69

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