(E)-1-[4-[(4-methoxyphenyl)methyl]piperazin-1-yl]-3-(2-methyl-1,3-thiazol-4-yl)prop-2-en-1-one

ID: ALA3637830

PubChem CID: 30206726

Max Phase: Preclinical

Molecular Formula: C19H23N3O2S

Molecular Weight: 357.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CN2CCN(C(=O)/C=C/c3csc(C)n3)CC2)cc1

Standard InChI:  InChI=1S/C19H23N3O2S/c1-15-20-17(14-25-15)5-8-19(23)22-11-9-21(10-12-22)13-16-3-6-18(24-2)7-4-16/h3-8,14H,9-13H2,1-2H3/b8-5+

Standard InChI Key:  GSNHABFVSAKIRC-VMPITWQZSA-N

Molfile:  

     RDKit          2D

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    2.5973   -1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8990    0.7455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2007    1.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4972    0.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4920   -0.7636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1903   -1.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.8299   -0.9266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7802   -3.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0758   -3.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0685   -5.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2760   -6.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8026   -7.5719    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3026   -7.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5906   -8.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8490   -6.1317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  8 13  1  0
 11 14  1  0
 14 15  2  0
 16 14  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 18 23  1  0
  6 24  1  0
 24 25  2  0
  3 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3637830

   (E)-1-[4-[(4-methoxyphenyl)methyl]piperazin-1-yl]-3-(2-methyl-1,3-thiazol-4-yl)prop-2-en-1-one

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: 357.48

Molecular Weight (Monoisotopic): 357.1511

AlogP: 2.82

#Rotatable Bonds: 5

Polar Surface Area: 45.67

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.66

CX LogP: 2.21

CX LogD: 2.13

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.77

Np Likeness Score: -1.14

References

1. Rebollo-Lopez, M. J.; Lelièvre, J.; Alvarez-Gomez, D.; Castro-Pichel, J.; Martínez-Jiménez, F.; Papadatos, G.; Kumar, V.; Colmenarejo, G.; Mugumbate, G.; Hurle, M.; Barroso, V.; Young, R. J.; Martinez-Hoyos, M.; González del Río, R.; Bates, R. H.; Lopez-Roman, E. M.; Mendoza-Losana, A.; Brown, J. R.; Alvarez-Ruiz, E.; Marti-Renom, M. A.; Overington, J. P.; Cammack, N.; Ballell, L.; Barros-Aguire, D., . GSK Tres Cantos Follow-up TB Screening Data.,  [10.6019/CHEMBL3637782]

Source

Source(1):

• GSK Tuberculosis Screening