2-((5-(7-bromo-3-methyl-1-oxo-1,2-dihydronaphthalen-2-yl)-4H-1,2,4-triazol-3-yl)thio)-N'-(4-bromobenzylidene)acetohydrazide

ID: ALA5287075

Max Phase: Preclinical

Molecular Formula: C22H17Br2N5O2S

Molecular Weight: 575.29

Names and Identifiers

Canonical SMILES:  CC1=Cc2ccc(Br)cc2C(=O)C1c1nnc(SCC(=O)N/N=C/c2ccc(Br)cc2)[nH]1

Standard InChI:  InChI=1S/C22H17Br2N5O2S/c1-12-8-14-4-7-16(24)9-17(14)20(31)19(12)21-26-22(29-28-21)32-11-18(30)27-25-10-13-2-5-15(23)6-3-13/h2-10,19H,11H2,1H3,(H,27,30)(H,26,28,29)/b25-10+

Standard InChI Key:  PWNDTUKTYUYEOW-KIBLKLHPSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   -5.5865   -1.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8719   -0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1600   -1.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1600   -1.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8701   -2.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5865   -1.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4454   -0.7428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7307   -1.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7307   -1.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4454   -2.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0160   -2.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3012   -0.7431    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.4454    0.0824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0160   -0.7428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9299    0.0774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1231    0.2489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7106   -0.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2627   -1.0782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1144   -0.4653    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5269    0.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3522    0.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7647    0.9639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7647   -0.4653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5900    0.9639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0025    1.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8278    1.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2405    2.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0633    2.3924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4760    1.6775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0668    0.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2421    0.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3012    1.6775    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  1  0
  9  8  1  0
 10  9  2  0
  4 10  1  0
  9 11  1  0
  1 12  1  0
  7 13  2  0
 14  8  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 27 26  2  0
 28 27  1  0
 29 28  2  0
 30 29  1  0
 31 30  2  0
 26 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287075

   ---

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: 575.29

Molecular Weight (Monoisotopic): 572.9470

AlogP: 4.96

#Rotatable Bonds: 6

Polar Surface Area: 100.10

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.04

CX Basic pKa: 1.54

CX LogP: 4.57

CX LogD: 4.16

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.25

Np Likeness Score: -1.24

References

1. Plescia F, Maggio B, Daidone G, Raffa D..  (2021)  4-(3H)-quinazolinones N-3 substituted with a five membered heterocycle: A promising scaffold towards bioactive molecules.,  213  [PMID:33309162] [10.1016/j.ejmech.2020.113070]

Source

Source(1):

• Scientific Literature