4-(2-(2-((9-methyl-9H-carbazol-3-yl)methylene)hydrazinyl)thiazol-4-yl)phenol

ID: ALA4476313

PubChem CID: 155538311

Max Phase: Preclinical

Molecular Formula: C23H18N4OS

Molecular Weight: 398.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c2ccccc2c2cc(/C=N/Nc3nc(-c4ccc(O)cc4)cs3)ccc21

Standard InChI:  InChI=1S/C23H18N4OS/c1-27-21-5-3-2-4-18(21)19-12-15(6-11-22(19)27)13-24-26-23-25-20(14-29-23)16-7-9-17(28)10-8-16/h2-14,28H,1H3,(H,25,26)/b24-13+

Standard InChI Key:  PHNXSVJHONKSLH-ZMOGYAJESA-N

Molfile:  

 
     RDKit          2D

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   22.2042  -26.3798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2024  -24.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9110  -25.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9113  -25.9663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6900  -26.2191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6895  -24.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1692  -25.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9787  -25.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.1536  -23.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9659  -23.2249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2944  -22.4766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9439  -26.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1067  -22.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6516  -22.9912    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   28.3068  -21.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5066  -21.6770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9144  -21.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6935  -21.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2976  -20.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1238  -20.1967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3405  -19.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7397  -20.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7275  -19.6459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  7 17  1  0
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 20 21  2  0
 21 22  1  0
 22 18  2  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 21 23  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476313

   ---

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: 398.49

Molecular Weight (Monoisotopic): 398.1201

AlogP: 5.61

#Rotatable Bonds: 4

Polar Surface Area: 62.44

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.45

CX Basic pKa: 5.63

CX LogP: 6.21

CX LogD: 6.14

Aromatic Rings: 5

Heavy Atoms: 29

QED Weighted: 0.31

Np Likeness Score: -1.24

References

1. Shaikh MS, Kanhed AM, Chandrasekaran B, Palkar MB, Agrawal N, Lherbet C, Hampannavar GA, Karpoormath R..  (2019)  Discovery of novel N-methyl carbazole tethered rhodanine derivatives as direct inhibitors of Mycobacterium tuberculosis InhA.,  29  (16): [PMID:31227345] [10.1016/j.bmcl.2019.06.015]

Source

Source(1):

• Scientific Literature