1-(4-phenylbut-3-en-2-ylidene)-(4-phenylthiazol-2-yl)hydrazone

ID: ALA2296989

PubChem CID: 5727756

Max Phase: Preclinical

Molecular Formula: C19H17N3S

Molecular Weight: 319.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(/C=C/c1ccccc1)=N/Nc1nc(-c2ccccc2)cs1

Standard InChI:  InChI=1S/C19H17N3S/c1-15(12-13-16-8-4-2-5-9-16)21-22-19-20-18(14-23-19)17-10-6-3-7-11-17/h2-14H,1H3,(H,20,22)/b13-12+,21-15-

Standard InChI Key:  IMFXLYJNUOEQPW-JTHDKOFASA-N

Molfile:  

     RDKit          2D

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   16.5399   -2.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2532   -2.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9683   -2.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9654   -1.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2514   -1.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6778   -2.9283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7995   -3.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6092   -3.8858    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.9908   -3.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4221   -2.5694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8137   -3.0680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1432   -2.3152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9661   -2.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3039   -1.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4511   -2.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1138   -3.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5988   -4.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2619   -5.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7503   -5.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5700   -5.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9029   -4.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4166   -4.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
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 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2296989

   4-phenyl-N-[(Z)-[(E)-4-phenylbut-3-en-2-ylidene]amino]-1,3-thiazol-2-amine

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: 319.43

Molecular Weight (Monoisotopic): 319.1143

AlogP: 5.31

#Rotatable Bonds: 5

Polar Surface Area: 37.28

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.80

CX Basic pKa: 5.78

CX LogP: 5.96

CX LogD: 5.86

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.51

Np Likeness Score: -1.28

References

1. Rudrapal M, Satyanandam RS, Swaroopini TS, Lakshmi TN, Jaha SK, Zaheera S.  (2013)  Synthesis and antibacterial activity of some new hydrazones,  22  (6): [10.1007/s00044-012-0278-5]

Source

Source(1):

• Scientific Literature