ethyl-4-(4-((4-fluorobenzyl)amino)piperidin-1-yl)-2-phenylthiazole-5-carboxylate

ID: ALA3085863

PubChem CID: 73977751

Max Phase: Preclinical

Molecular Formula: C24H26FN3O2S

Molecular Weight: 439.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1sc(-c2ccccc2)nc1N1CCC(NCc2ccc(F)cc2)CC1

Standard InChI:  InChI=1S/C24H26FN3O2S/c1-2-30-24(29)21-22(27-23(31-21)18-6-4-3-5-7-18)28-14-12-20(13-15-28)26-16-17-8-10-19(25)11-9-17/h3-11,20,26H,2,12-16H2,1H3

Standard InChI Key:  MMQRGBSSXPYEFJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   13.2524    0.2393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.2927   -3.3292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1177   -3.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5325   -4.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1209   -4.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5351   -5.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3610   -5.4635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7708   -4.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3543   -4.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7768   -6.1760    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3085863

   Ethyl 4-[4-[(4-fluorophenyl)methylamino]-1-piperidyl]-2-phenyl-thiazole-5-carboxylate

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: 439.56

Molecular Weight (Monoisotopic): 439.1730

AlogP: 4.88

#Rotatable Bonds: 7

Polar Surface Area: 54.46

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.26

CX LogP: 5.36

CX LogD: 3.51

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.53

Np Likeness Score: -1.55

References

1. Jeankumar VU, Renuka J, Santosh P, Soni V, Sridevi JP, Suryadevara P, Yogeeswari P, Sriram D..  (2013)  Thiazole-aminopiperidine hybrid analogues: design and synthesis of novel Mycobacterium tuberculosis GyrB inhibitors.,  70  [PMID:24148991] [10.1016/j.ejmech.2013.09.025]

2. Renuka J, Reddy KI, Srihari K, Jeankumar VU, Shravan M, Sridevi JP, Yogeeswari P, Babu KS, Sriram D..  (2014)  Design, synthesis, biological evaluation of substituted benzofurans as DNA gyraseB inhibitors of Mycobacterium tuberculosis.,  22  (17): [PMID:25129171] [10.1016/j.bmc.2014.06.041]

Source

Source(1):

• Scientific Literature