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

ID: ALA377786

PubChem CID: 11717551

Max Phase: Preclinical

Molecular Formula: C22H28N4O

Molecular Weight: 364.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCc1nnc(-c2ccc(C(C)(C)C)cc2)n1-c1cccc(O)c1

Standard InChI:  InChI=1S/C22H28N4O/c1-22(2,3)17-11-9-16(10-12-17)21-24-23-20(13-14-25(4)5)26(21)18-7-6-8-19(27)15-18/h6-12,15,27H,13-14H2,1-5H3

Standard InChI Key:  GXCHDJZRSKYWDS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    0.0371   -7.6870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2260   -6.9008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0551   -6.9075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3053   -7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7546   -8.0831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7695   -8.9090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4912   -9.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4572   -7.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6287   -9.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3421   -9.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3370  -10.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6193  -10.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0948  -10.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862   -9.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1793   -8.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1973   -8.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8134  -10.6339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9209   -9.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292   -8.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5042   -9.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6424   -9.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0880   -7.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7051   -7.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4878   -7.6710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1049   -7.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6535   -8.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
  6  7  2  0
 13 14  1  0
  1  2  1  0
 14 15  2  0
 15 10  1  0
  1 10  1  0
  7  8  1  0
  8 17  2  0
 16 17  1  0
  3  4  1  0
 14 18  1  0
 16  9  2  0
 17 19  1  0
  9  6  1  0
 19 20  1  0
  2  6  1  0
 19 21  1  0
  4  5  2  0
 19 22  1  0
  5  1  1  0
  5 23  1  0
 10 11  2  0
 23 24  1  0
  2  3  2  0
 24 25  1  0
 11 12  1  0
 25 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA377786

   3-[3-(4-Tert-butylphenyl)-5-[2-(dimethylamino)ethyl]-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: 364.49

Molecular Weight (Monoisotopic): 364.2263

AlogP: 4.04

#Rotatable Bonds: 5

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: 10.03

CX Basic pKa: 8.47

CX LogP: 4.14

CX LogD: 3.18

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.74

Np Likeness Score: -1.28

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