3-{8-[4-amino-5-(2,4-dichlorophenoxymethyl)-4H-1,2,4-triazol-3-yl]octyl}-5-(2,4-dichlorophenoxymethyl)-4H-1,2,4-triazol-4-amine

ID: ALA195224

PubChem CID: 394046

Max Phase: Preclinical

Molecular Formula: C26H30Cl4N8O2

Molecular Weight: 628.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nn1c(CCCCCCCCc2nnc(COc3ccc(Cl)cc3Cl)n2N)nnc1COc1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C26H30Cl4N8O2/c27-17-9-11-21(19(29)13-17)39-15-25-35-33-23(37(25)31)7-5-3-1-2-4-6-8-24-34-36-26(38(24)32)16-40-22-12-10-18(28)14-20(22)30/h9-14H,1-8,15-16,31-32H2

Standard InChI Key:  IUCBPPSDEQOVHN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -0.8083   -2.6375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5333   -3.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9708   -3.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2458   -1.8000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.6167   -3.8875    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2583   -4.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6167   -1.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6792   -3.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7042   -2.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6958   -4.2750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.0542   -1.3917    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4042   -2.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9792   -3.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1167   -3.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5417   -3.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 10  1  0
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  4  2  1  0
  5  3  2  0
  6  8  1  0
  7  9  2  0
  8 10  2  0
  9  1  1  0
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 25 30  2  0
 26 29  1  0
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 29 23  2  0
 30 24  1  0
 31 35  1  0
 32  9  1  0
 33 26  1  0
 34 25  1  0
 35 38  1  0
 36 32  1  0
 37 36  1  0
 38 39  1  0
 39 40  1  0
 40 37  1  0
  5  7  1  0
 15 25  1  0
  6  4  2  0
 26 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA195224

   3-[8-[4-Amino-5-[(2,4-dichlorophenoxy)methyl]-1,2,4-triazol-3-yl]octyl]-5-[(2,4-dichlorophenoxy)methyl]-1,2,4-triazol-4-amine

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: 628.39

Molecular Weight (Monoisotopic): 626.1246

AlogP: 6.19

#Rotatable Bonds: 15

Polar Surface Area: 131.92

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 2.27

CX LogP: 4.52

CX LogD: 4.52

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.12

Np Likeness Score: -0.81

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