4-benzyl-3-[7-(4-benzyl-5-phenoxymethyl-4H-1,2,4-triazol-3-yl)heptyl]-5-phenoxymethyl-4H-1,2,4-triazole

ID: ALA194933

PubChem CID: 11331067

Max Phase: Preclinical

Molecular Formula: C39H42N6O2

Molecular Weight: 626.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(Cn2c(CCCCCCCc3nnc(COc4ccccc4)n3Cc3ccccc3)nnc2COc2ccccc2)cc1

Standard InChI:  InChI=1S/C39H42N6O2/c1(2-16-26-36-40-42-38(30-46-34-22-12-6-13-23-34)44(36)28-32-18-8-4-9-19-32)3-17-27-37-41-43-39(31-47-35-24-14-7-15-25-35)45(37)29-33-20-10-5-11-21-33/h4-15,18-25H,1-3,16-17,26-31H2

Standard InChI Key:  JEJCJXWOVQDDNO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 47 52  0  0  0  0  0  0  0  0999 V2000
    8.4792   -0.5417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4125   -0.5500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1542   -0.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -0.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8917    0.7333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0000    0.7333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0667    0.7333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8292    0.7333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8167   -0.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0875   -0.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4792   -1.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4125   -1.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0292   -0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8667   -0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6583   -0.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5542   -0.0792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7667   -1.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1250   -1.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3708   -0.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2667   -0.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8042   -0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1000   -0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0542   -1.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1167   -2.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8042   -1.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7667   -2.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3583   -1.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9875   -0.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0833   -0.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2667   -1.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3792   -0.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5167   -0.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6667   -0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9542   -0.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292   -0.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7000   -0.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3417   -1.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8292   -3.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5417   -1.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7958   -0.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0542   -3.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9750   -1.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0708   -1.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6917   -1.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7958   -1.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5417   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3417   -2.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 10  1  0
  3  1  1  0
  4  2  1  0
  5  3  2  0
  6  8  1  0
  7  9  2  0
  8 10  2  0
  9  1  1  0
 10 21  1  0
 11  1  1  0
 12  2  1  0
 13  4  1  0
 14  3  1  0
 15 13  1  0
 16 14  1  0
 17 11  1  0
 18 12  1  0
 19 15  1  0
 20 16  1  0
 21 32  1  0
 22  9  1  0
 23 17  2  0
 24 18  2  0
 25 18  1  0
 26 17  1  0
 27 19  1  0
 28 20  2  0
 29 19  2  0
 30 20  1  0
 31 22  1  0
 32 35  1  0
 33 31  1  0
 34 33  1  0
 35 34  1  0
 36 28  1  0
 37 23  1  0
 38 24  1  0
 39 25  2  0
 40 29  1  0
 41 26  2  0
 42 30  2  0
 43 27  2  0
 44 42  1  0
 45 40  2  0
 46 39  1  0
 47 41  1  0
  5  7  1  0
 47 37  2  0
 36 44  2  0
  6  4  2  0
 46 38  2  0
 45 43  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA194933

   4-Benzyl-3-[7-[4-benzyl-5-(phenoxymethyl)-1,2,4-triazol-3-yl]heptyl]-5-(phenoxymethyl)-1,2,4-triazole

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 626.81

Molecular Weight (Monoisotopic): 626.3369

AlogP: 7.86

#Rotatable Bonds: 18

Polar Surface Area: 79.88

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 2.36

CX LogP: 7.48

CX LogD: 7.48

Aromatic Rings: 6

Heavy Atoms: 47

QED Weighted: 0.09

Np Likeness Score: -0.64

References

1. García MA, Martín-Santamaría S, Cacho M, de la Llave FM, Julián M, Martínez A, de Pascual-Teresa B, Ramos A..  (2005)  Synthesis, biological evaluation, and three-dimensional quantitative structure-activity relationship study of small-molecule positive modulators of adrenomedullin.,  48  (12): [PMID:15943480] [10.1021/jm050021+]

Source

Source(1):

• Scientific Literature