2-(4-amino-5-{8-[4-amino-5-(1-hydroxy-2-naphthyloxymethyl)-4H-1,2,4-triazol-3-yl]octyl}-4H-1,2,4-triazol-3-ylmethoxy)-1-naphthalenol

ID: ALA363587

PubChem CID: 394044

Max Phase: Preclinical

Molecular Formula: C34H38N8O4

Molecular Weight: 622.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nn1c(CCCCCCCCc2nnc(COc3ccc4ccccc4c3O)n2N)nnc1COc1ccc2ccccc2c1O

Standard InChI:  InChI=1S/C34H38N8O4/c35-41-29(37-39-31(41)21-45-27-19-17-23-11-7-9-13-25(23)33(27)43)15-5-3-1-2-4-6-16-30-38-40-32(42(30)36)22-46-28-20-18-24-12-8-10-14-26(24)34(28)44/h7-14,17-20,43-44H,1-6,15-16,21-22,35-36H2

Standard InChI Key:  OIDAYCSNXVJXMP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 46 51  0  0  0  0  0  0  0  0999 V2000
    9.0125   -2.3417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2167   -2.9042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6875   -2.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542   -2.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4250   -3.6167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8042   -1.6250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5917   -3.6167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6375   -1.6250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3417   -2.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8917   -2.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5500   -2.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3208   -2.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2667   -2.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0375   -2.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3917   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1708   -2.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8375   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6083   -2.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8833   -2.4000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1167   -2.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2167   -3.7292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0125   -1.5125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0458   -3.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2625   -1.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6083   -3.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8292   -1.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5417   -1.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3250   -4.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5500   -3.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3125   -1.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6292   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6042   -2.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7500   -2.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9792   -2.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7625   -4.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9750   -1.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9042   -2.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292   -2.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4750   -2.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417   -2.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7625   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6917   -2.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4708   -2.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6917   -1.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4750   -3.6167    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 32  1  0
 11 17  1  0
 12 18  2  0
 13 11  2  0
 14 12  1  0
 15  3  1  0
 16  4  1  0
 17 20  1  0
 18 19  1  0
 19 16  1  0
 20 15  1  0
 21  2  1  0
 22  1  1  0
 23 28  1  0
 24 27  2  0
 25 18  1  0
 26 17  2  0
 27 26  1  0
 28 25  2  0
 29 11  1  0
 30 12  1  0
 31  9  1  0
 32 38  1  0
 33 14  2  0
 34 13  1  0
 35 23  2  0
 36 24  1  0
 37 31  1  0
 38 41  1  0
 39 40  1  0
 40 37  1  0
 41 42  1  0
 42 39  1  0
 43 34  2  0
 44 33  1  0
 45 36  2  0
 46 35  1  0
  5  7  1  0
 24 13  1  0
 43 45  1  0
  6  4  2  0
 14 23  1  0
 46 44  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA363587

   2-[[4-Amino-5-[8-[4-amino-5-[(1-hydroxy-2-naphthyl)oxymethyl]-1,2,4-triazol-3-yl]octyl]-1,2,4-triazol-3-yl]methoxy]naphthalen-1-ol

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: 622.73

Molecular Weight (Monoisotopic): 622.3016

AlogP: 5.30

#Rotatable Bonds: 15

Polar Surface Area: 172.38

Molecular Species: NEUTRAL

HBA: 12

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 9.25

CX Basic pKa: 2.23

CX LogP: 3.47

CX LogD: 3.46

Aromatic Rings: 6

Heavy Atoms: 46

QED Weighted: 0.09

Np Likeness Score: -0.36

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+]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays