4-(4-Chloro-2-fluorophenyl)-N-(3-fluorophenyl)-(2,4'-bithiazol)-7-amine

ID: ALA5274854

Max Phase: Preclinical

Molecular Formula: C18H10ClF2N3S2

Molecular Weight: 405.88

Names and Identifiers

Canonical SMILES:  Fc1cccc(Nc2nc(-c3nc(-c4ccc(Cl)cc4F)cs3)cs2)c1

Standard InChI:  InChI=1S/C18H10ClF2N3S2/c19-10-4-5-13(14(21)6-10)15-8-25-17(23-15)16-9-26-18(24-16)22-12-3-1-2-11(20)7-12/h1-9H,(H,22,24)

Standard InChI Key:  BJFJMXZVBULEGH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.3499    0.2019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6884    0.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9606    1.4812    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7894    1.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0889    0.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2395   -0.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0752   -0.4620    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4186    0.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8135    0.8323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2154    0.4795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7986   -0.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5853   -0.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1674   -1.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9642   -1.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1783   -0.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5987    0.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7744    0.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4544    0.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1962    0.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2607   -0.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5852   -0.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392   -0.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9749   -0.2618    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9749   -0.8088    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1249   -0.9241    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
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  3  6  1  0
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  1 18  1  0
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 18 23  1  0
 16 24  1  0
 21 25  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5274854

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 405.88

Molecular Weight (Monoisotopic): 404.9973

AlogP: 6.61

#Rotatable Bonds: 4

Polar Surface Area: 37.81

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.37

CX Basic pKa: 1.27

CX LogP: 6.75

CX LogD: 6.75

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.41

Np Likeness Score: -2.27

References

1. Mao J, Wang D, Xu P, Wang Y, Zhang H, Wang S, Xu F, Wang J, Zhang F..  (2022)  Structure-Based Drug Design and Synthesis of Novel N-Aryl-2,4-bithiazole-2-amine CYP1B1-Selective Inhibitors in Overcoming Taxol Resistance in A549 Cells.,  65  (24.0): [PMID:36512763] [10.1021/acs.jmedchem.2c01306]

Source

Source(1):

• Scientific Literature