5-chloro-6-((4-(2,4-difluorophenyl)-1H-1,2,3-triazol-1-yl)methyl)-2-(thiophen-2-yl)-7,8-dihydroquinoline

ID: ALA4514659

PubChem CID: 155539491

Max Phase: Preclinical

Molecular Formula: C22H15ClF2N4S

Molecular Weight: 440.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Fc1ccc(-c2cn(CC3=C(Cl)c4ccc(-c5cccs5)nc4CC3)nn2)c(F)c1

Standard InChI:  InChI=1S/C22H15ClF2N4S/c23-22-13(3-7-18-16(22)6-8-19(26-18)21-2-1-9-30-21)11-29-12-20(27-28-29)15-5-4-14(24)10-17(15)25/h1-2,4-6,8-10,12H,3,7,11H2

Standard InChI Key:  IYUJNJOUFVRSBE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.4381  -20.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4369  -21.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1498  -22.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8685  -21.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8696  -20.9433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1521  -20.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1521  -19.7009    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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    2.9918  -22.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4038  -23.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2108  -23.0079    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5850  -20.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.0546  -20.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4220  -21.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9048  -21.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7248  -21.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0628  -20.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5748  -20.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7566  -20.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2715  -19.7212    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.8834  -20.8862    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  2 12  1  0
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 28 29  1  0
 26 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514659

   ---

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: 440.91

Molecular Weight (Monoisotopic): 440.0674

AlogP: 5.94

#Rotatable Bonds: 4

Polar Surface Area: 43.60

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.21

CX LogP: 5.59

CX LogD: 5.59

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.39

Np Likeness Score: -1.77

References

1. Marvadi SK, Krishna VS, Sinegubova EO, Volobueva AS, Esaulkova YL, Muryleva AA, Tentler DG, Sriram D, Zarubaev VV, Kantevari S..  (2019)  5-Chloro-2-thiophenyl-1,2,3-triazolylmethyldihydroquinolines as dual inhibitors of Mycobacterium tuberculosis and influenza virus: Synthesis and evaluation.,  29  (18): [PMID:31375291] [10.1016/j.bmcl.2019.07.040]

Source

Source(1):

• Scientific Literature