4-(1-(2-methoxyphenyl)-3-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)-1H-pyrazol-5-yl)benzonitrile

ID: ALA4292697

PubChem CID: 73292925

Max Phase: Preclinical

Molecular Formula: C26H29N3O2

Molecular Weight: 415.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1-n1nc(C2CC(C)(C)OC(C)(C)C2)cc1-c1ccc(C#N)cc1

Standard InChI:  InChI=1S/C26H29N3O2/c1-25(2)15-20(16-26(3,4)31-25)21-14-23(19-12-10-18(17-27)11-13-19)29(28-21)22-8-6-7-9-24(22)30-5/h6-14,20H,15-16H2,1-5H3

Standard InChI Key:  ZMWUDKRLIKGGBO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   26.3565  -19.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9520  -20.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7690  -20.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6383  -22.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2339  -21.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8249  -22.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0134  -20.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8347  -20.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0932  -19.3271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4261  -18.8449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7632  -19.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4249  -18.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1377  -17.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1369  -16.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4239  -16.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7103  -16.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7147  -17.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9840  -19.0775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8148  -18.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0342  -18.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4221  -18.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5958  -19.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3762  -19.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8498  -18.0229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5573  -17.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5405  -20.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5356  -21.3376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9485  -21.3461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2472  -20.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6479  -18.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8708  -18.0658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  6  5  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11  7  2  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 10 12  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 11 18  1  0
 13 24  1  0
 24 25  1  0
  8 26  1  0
 26 27  1  0
 26 29  1  0
 27  5  1  0
  5 28  1  0
 28  2  1  0
  2 29  1  0
 30 31  3  0
 21 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4292697

   4-[2-(2-Methoxyphenyl)-5-(2,2,6,6-tetramethyloxan-4-yl)pyrazol-3-yl]benzonitrile

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: 415.54

Molecular Weight (Monoisotopic): 415.2260

AlogP: 5.87

#Rotatable Bonds: 4

Polar Surface Area: 60.07

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.08

CX LogP: 5.27

CX LogD: 5.27

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.53

Np Likeness Score: -0.67

References

1. Wall MJ, Subasinghe NL, Winters MP, Lubin ML, Finley MFA, Qin N, Brandt MR, Neeper MP, Schneider CR, Colburn RW, Flores CM, Sui Z..  (2018)  Discovery and optimization of a novel series of pyrazolyltetrahydropyran N-type calcium channel (Cav 2.2) blockers for the treatment of pain.,  28  (23-24): [PMID:30337231] [10.1016/j.bmcl.2018.10.007]

Source

Source(1):

• Scientific Literature