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

ID: ALA212368

PubChem CID: 11602862

Max Phase: Preclinical

Molecular Formula: C22H20N4O

Molecular Weight: 356.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1nnc(-c2ccc(-c3ccccc3)cc2)n1-c1cccc(O)c1

Standard InChI:  InChI=1S/C22H20N4O/c1-25(2)22-24-23-21(26(22)19-9-6-10-20(27)15-19)18-13-11-17(12-14-18)16-7-4-3-5-8-16/h3-15,27H,1-2H3

Standard InChI Key:  GYCSOBHVCMWJAF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   11.7400  -18.1005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4099  -17.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1466  -16.8215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3171  -16.8282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0665  -17.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1277  -18.0044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1426  -18.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8646  -19.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5721  -18.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5531  -17.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8306  -17.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7436  -18.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0300  -19.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0351  -20.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7531  -20.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4676  -20.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4590  -19.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1865  -20.5564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2935  -19.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3096  -20.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0320  -20.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7390  -19.9930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7189  -19.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9958  -18.7699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2834  -17.8798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6659  -17.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1178  -18.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
 13 14  1  0
  1  2  1  0
 14 15  2  0
  7  8  1  0
 15 16  1  0
  3  4  1  0
 16 17  2  0
 17 12  1  0
  1 12  1  0
  8  9  2  0
 16 18  1  0
  4  5  2  0
  9 10  1  0
 19 20  2  0
  5  1  1  0
 20 21  1  0
 10 11  2  0
 21 22  2  0
 11  6  1  0
 22 23  1  0
  2  6  1  0
 23 24  2  0
 24 19  1  0
  9 19  1  0
  2  3  2  0
  5 25  1  0
 25 26  1  0
 12 13  2  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA212368

   3-[3-(Dimethylamino)-5-(4-phenylphenyl)-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: 356.43

Molecular Weight (Monoisotopic): 356.1637

AlogP: 4.37

#Rotatable Bonds: 4

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: 9.99

CX Basic pKa: 2.28

CX LogP: 4.94

CX LogD: 4.94

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: -0.95

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