4-(((4-Benzyl-5-isobutyl-4H-1,2,4-triazol-3-yl)thio)methyl)benzamide

ID: ALA4540941

PubChem CID: 155550627

Max Phase: Preclinical

Molecular Formula: C21H24N4OS

Molecular Weight: 380.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)Cc1nnc(SCc2ccc(C(N)=O)cc2)n1Cc1ccccc1

Standard InChI:  InChI=1S/C21H24N4OS/c1-15(2)12-19-23-24-21(25(19)13-16-6-4-3-5-7-16)27-14-17-8-10-18(11-9-17)20(22)26/h3-11,15H,12-14H2,1-2H3,(H2,22,26)

Standard InChI Key:  XAVWJHBFTVIFEL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   23.5547   -3.4291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2292   -2.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9982   -2.1827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1808   -2.1601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9069   -2.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1230   -3.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5311   -2.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7472   -2.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7230   -1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5349   -4.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8175   -4.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1222   -4.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4053   -4.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3849   -5.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0875   -5.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8016   -5.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9991   -3.2410    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.6213   -2.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3912   -2.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5345   -3.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3036   -4.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9267   -3.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7757   -2.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0067   -2.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6970   -3.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8458   -4.6100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3185   -3.2759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  1 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
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 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 22 25  1  0
 25 26  2  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540941

   ---

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: 380.52

Molecular Weight (Monoisotopic): 380.1671

AlogP: 3.92

#Rotatable Bonds: 8

Polar Surface Area: 73.80

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.09

CX LogP: 4.18

CX LogD: 4.18

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.60

Np Likeness Score: -1.82

References

1. Chen D, Chen Y, Lian F, Chen L, Li Y, Cao D, Wang X, Chen L, Li J, Meng T, Huang M, Geng M, Shen J, Zhang N, Xiong B..  (2019)  Fragment-based drug discovery of triazole inhibitors to block PDEδ-RAS protein-protein interaction.,  163  [PMID:30562696] [10.1016/j.ejmech.2018.12.018]

Source

Source(1):

• Scientific Literature