N-(2-(cyclohexylamino)-2-oxo-1-(pyridin-4-yl)ethyl)-N-(2,3-dimethylphenyl)-2,4-dimethylthiazole-5-carboxamide

ID: ALA4525496

PubChem CID: 155543155

Max Phase: Preclinical

Molecular Formula: C27H32N4O2S

Molecular Weight: 476.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc(C)c(C(=O)N(c2cccc(C)c2C)C(C(=O)NC2CCCCC2)c2ccncc2)s1

Standard InChI:  InChI=1S/C27H32N4O2S/c1-17-9-8-12-23(18(17)2)31(27(33)25-19(3)29-20(4)34-25)24(21-13-15-28-16-14-21)26(32)30-22-10-6-5-7-11-22/h8-9,12-16,22,24H,5-7,10-11H2,1-4H3,(H,30,32)

Standard InChI Key:  PZAVNCFHHDKIPP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
    2.3541   -5.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1125   -4.9102    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1071   -4.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3418   -3.8710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8827   -4.5208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8648   -4.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5560   -3.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1736   -3.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4824   -4.1148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7912   -3.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7912   -2.9180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4824   -5.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8648   -4.9114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2431   -4.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1736   -2.9180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8682   -2.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8685   -1.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1768   -1.3285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4832   -1.7291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4864   -2.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7888   -6.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7884   -6.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4802   -7.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1737   -6.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1706   -6.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0894   -3.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1158   -5.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8604   -5.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8664   -7.2468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2398   -4.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9526   -5.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6687   -4.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6720   -4.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9592   -3.7052    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  1  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10  3  1  0
 10 11  2  0
  9 12  1  0
  6 13  2  0
  7 14  1  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 12 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 12  1  0
  4 26  1  0
  1 27  1  0
 25 28  1  0
 24 29  1  0
 14 30  1  0
 14 34  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4525496

   ---

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: 476.65

Molecular Weight (Monoisotopic): 476.2246

AlogP: 5.61

#Rotatable Bonds: 6

Polar Surface Area: 75.19

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.00

CX LogP: 4.41

CX LogD: 4.41

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.50

Np Likeness Score: -1.74

References

1. Makane VB, Krishna VS, Krishna EV, Shukla M, Mahizhaveni B, Misra S, Chopra S, Sriram D, Dusthackeer VNA, Rode HB..  (2019)  Synthesis and evaluation of α-aminoacyl amides as antitubercular agents effective on drug resistant tuberculosis.,  164  [PMID:30654238] [10.1016/j.ejmech.2019.01.002]

Source

Source(1):

• Scientific Literature