1-3-[4-(tert-butyl) phenyl]-5-N,N-dimethylamino-(1,2,4-triazol-4-yl)]-4-phenol

ID: ALA1162931

PubChem CID: 11667199

Max Phase: Preclinical

Molecular Formula: C20H24N4O

Molecular Weight: 336.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1nnc(-c2ccc(C(C)(C)C)cc2)n1-c1ccc(O)cc1

Standard InChI:  InChI=1S/C20H24N4O/c1-20(2,3)15-8-6-14(7-9-15)18-21-22-19(23(4)5)24(18)16-10-12-17(25)13-11-16/h6-13,25H,1-5H3

Standard InChI Key:  ZKNXMCKPBXLKLZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.6847   -0.9565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9703   -0.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9703    0.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6847    0.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3992    0.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3992   -0.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6847   -1.7815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6847    1.5185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3522   -2.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0972   -3.0511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2722   -3.0511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0173   -2.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2327   -2.0115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1368   -2.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6196   -2.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0611   -1.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3083   -1.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0929   -0.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7060   -1.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5345   -2.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7499   -2.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4906   -1.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2753   -0.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7456   -2.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2357   -0.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  2  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  7  1  0
  4  8  1  0
  7  9  1  0
  7 12  1  0
  9 10  2  0
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 12 13  1  0
  9 14  1  0
 13 15  1  0
 13 16  1  0
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 14 21  2  0
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 18 19  1  0
 19 20  2  0
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 19 22  1  0
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 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1162931

   4-[3-(4-Tert-butylphenyl)-5-(dimethylamino)-1,2,4-triazol-4-yl]phenol

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: 336.44

Molecular Weight (Monoisotopic): 336.1950

AlogP: 4.00

#Rotatable Bonds: 3

Polar Surface Area: 54.18

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.50

CX Basic pKa: 2.32

CX LogP: 4.83

CX LogD: 4.83

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: -1.16

References

1. Zhang Q, Keenan SM, Peng Y, Nair AC, Yu SJ, Howells RD, Welsh WJ..  (2006)  Discovery of novel triazole-based opioid receptor antagonists.,  49  (14): [PMID:16821764] [10.1021/jm0601250]

Source

Source(1):

• Scientific Literature