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

ID: ALA4561464

PubChem CID: 155558769

Max Phase: Preclinical

Molecular Formula: C26H25ClN4S

Molecular Weight: 461.03

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(-c2cn(CC3=C(Cl)c4ccc(-c5cccs5)nc4CC3)nn2)cc1

Standard InChI:  InChI=1S/C26H25ClN4S/c1-26(2,3)19-9-6-17(7-10-19)23-16-31(30-29-23)15-18-8-12-21-20(25(18)27)11-13-22(28-21)24-5-4-14-32-24/h4-7,9-11,13-14,16H,8,12,15H2,1-3H3

Standard InChI Key:  WUMWAXRIDGMARG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.5111   -3.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5099   -4.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2248   -4.9444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2229   -3.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9383   -3.7005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9371   -4.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6500   -4.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3687   -4.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3700   -3.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6525   -3.2850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6525   -2.4600    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7978   -4.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0444   -4.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4919   -5.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9039   -5.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7109   -5.7671    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.0854   -3.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7989   -3.7060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8848   -4.5231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6913   -4.6966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1056   -3.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5549   -3.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9224   -3.8979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4053   -4.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2252   -4.4843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5633   -3.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0753   -3.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2571   -3.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3839   -3.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8682   -4.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7202   -2.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2083   -3.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  1  0
  2 12  1  0
  9 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 18  1  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
 29 30  1  0
 29 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4561464

   ---

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: 461.03

Molecular Weight (Monoisotopic): 460.1488

AlogP: 6.96

#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: 6.85

CX LogD: 6.85

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.33

Np Likeness Score: -1.50

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