N'-(4-(Dimethylamino)benzylidene)-6-methylimidazo[2,1-b]thiazole-5-carbohydrazide

ID: ALA3763895

PubChem CID: 127042290

Max Phase: Preclinical

Molecular Formula: C16H17N5OS

Molecular Weight: 327.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2sccn2c1C(=O)N/N=C/c1ccc(N(C)C)cc1

Standard InChI:  InChI=1S/C16H17N5OS/c1-11-14(21-8-9-23-16(21)18-11)15(22)19-17-10-12-4-6-13(7-5-12)20(2)3/h4-10H,1-3H3,(H,19,22)/b17-10+

Standard InChI Key:  YDLMFBKFOKHRNO-LICLKQGHSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    1.7333   -0.7256    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2217   -0.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2419    0.7054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9876    1.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1968    0.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9876   -1.5720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1968   -0.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7333    0.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5978    1.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0950    3.0584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0924    1.8325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9585    3.0582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3360   -1.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4531    2.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3193    4.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8133    4.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6764    5.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0456    6.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5516    6.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6884    5.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9067    7.8305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4004    8.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1021    7.7253    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  1  0
  4  5  2  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  2  6  2  0
  3  8  1  0
 11 12  1  0
  9 10  2  0
  9 11  1  0
  8  9  1  0
  7 13  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 21 22  1  0
 21 23  1  0
 18 21  1  0
 12 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3763895

   ---

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: 327.41

Molecular Weight (Monoisotopic): 327.1154

AlogP: 2.53

#Rotatable Bonds: 4

Polar Surface Area: 62.00

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.51

CX Basic pKa: 4.21

CX LogP: 1.94

CX LogD: 1.94

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.59

Np Likeness Score: -2.60

References

1. Samala G, Devi PB, Saxena S, Meda N, Yogeeswari P, Sriram D..  (2016)  Design, synthesis and biological evaluation of imidazo[2,1-b]thiazole and benzo[d]imidazo[2,1-b]thiazole derivatives as Mycobacterium tuberculosis pantothenate synthetase inhibitors.,  24  (6): [PMID:26867485] [10.1016/j.bmc.2016.01.059]

Source

Source(1):

• Scientific Literature