N-[4-(Diethylamino)phenyl]-1-phenethyl-4-phenyl-1H-1,2,3-triazole-5-carboxamide

ID: ALA4593896

PubChem CID: 155569437

Max Phase: Preclinical

Molecular Formula: C27H29N5O

Molecular Weight: 439.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(NC(=O)c2c(-c3ccccc3)nnn2CCc2ccccc2)cc1

Standard InChI:  InChI=1S/C27H29N5O/c1-3-31(4-2)24-17-15-23(16-18-24)28-27(33)26-25(22-13-9-6-10-14-22)29-30-32(26)20-19-21-11-7-5-8-12-21/h5-18H,3-4,19-20H2,1-2H3,(H,28,33)

Standard InChI Key:  JMGYSNZZDDMJEV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   28.6347  -20.1450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4519  -20.1450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7062  -19.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0433  -18.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3845  -19.3683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4838  -19.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0903  -19.6645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6548  -18.3178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0421  -18.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7508  -17.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7499  -16.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0410  -16.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3316  -16.8494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3360  -17.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8679  -19.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4703  -19.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2472  -19.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4189  -18.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8074  -18.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0329  -18.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9314  -20.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5982  -21.5529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0777  -22.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7399  -22.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2187  -23.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0324  -23.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3650  -22.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8842  -22.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1961  -18.6596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8033  -19.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3660  -17.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1432  -17.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5805  -18.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  3  6  1  0
  6  7  1  0
  6  8  2  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  4  9  1  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  2 21  1  0
 21 22  1  0
 22 23  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
 18 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4593896

   ---

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: 439.56

Molecular Weight (Monoisotopic): 439.2372

AlogP: 5.29

#Rotatable Bonds: 9

Polar Surface Area: 63.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.40

CX LogP: 5.90

CX LogD: 5.90

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.39

Np Likeness Score: -1.63

References

1. Jumppanen M, Kinnunen SM, Välimäki MJ, Talman V, Auno S, Bruun T, Boije Af Gennäs G, Xhaard H, Aumüller IB, Ruskoaho H, Yli-Kauhaluoma J..  (2019)  Synthesis, Identification, and Structure-Activity Relationship Analysis of GATA4 and NKX2-5 Protein-Protein Interaction Modulators.,  62  (17): [PMID:31431011] [10.1021/acs.jmedchem.9b01086]

Source

Source(1):

• Scientific Literature