4-(3-fluorophenyl)-2-(2-((9-methyl-9H-carbazol-3-yl)methylene)hydrazinyl)thiazole

ID: ALA4514255

PubChem CID: 155539204

Max Phase: Preclinical

Molecular Formula: C23H17FN4S

Molecular Weight: 400.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c2ccccc2c2cc(/C=N/Nc3nc(-c4cccc(F)c4)cs3)ccc21

Standard InChI:  InChI=1S/C23H17FN4S/c1-28-21-8-3-2-7-18(21)19-11-15(9-10-22(19)28)13-25-27-23-26-20(14-29-23)16-5-4-6-17(24)12-16/h2-14H,1H3,(H,26,27)/b25-13+

Standard InChI Key:  ANZYHMUBCBXCEF-DHRITJCHSA-N

Molfile:  

 
     RDKit          2D

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    2.9076   -6.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6163   -7.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6165   -7.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3952   -8.1047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8588   -5.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6711   -5.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9996   -4.3622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6491   -8.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8119   -4.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0120   -3.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2118   -3.5626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6196   -3.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3987   -3.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0028   -2.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8290   -2.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0457   -1.8351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4449   -2.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7812   -3.1305    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 21 23  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514255

   ---

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: 400.48

Molecular Weight (Monoisotopic): 400.1158

AlogP: 6.04

#Rotatable Bonds: 4

Polar Surface Area: 42.21

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.75

CX Basic pKa: 5.43

CX LogP: 6.66

CX LogD: 6.62

Aromatic Rings: 5

Heavy Atoms: 29

QED Weighted: 0.30

Np Likeness Score: -1.78

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