2-(4-(4-(((1,1'-biphenyl)-4-yl)amino)pyrimidin-2-yl)piperazin-1-yl)ethan-1-ol

ID: ALA4474234

PubChem CID: 155537019

Max Phase: Preclinical

Molecular Formula: C22H25N5O

Molecular Weight: 375.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  OCCN1CCN(c2nccc(Nc3ccc(-c4ccccc4)cc3)n2)CC1

Standard InChI:  InChI=1S/C22H25N5O/c28-17-16-26-12-14-27(15-13-26)22-23-11-10-21(25-22)24-20-8-6-19(7-9-20)18-4-2-1-3-5-18/h1-11,28H,12-17H2,(H,23,24,25)

Standard InChI Key:  MIGYHYGLNSMSCY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   14.3572   -5.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3561   -6.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0641   -7.1923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7738   -6.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7709   -5.9602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0623   -5.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4821   -7.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0599   -4.7378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3510   -4.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4791   -8.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1834   -8.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8929   -8.0089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8936   -7.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1848   -6.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5997   -8.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3519   -3.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6438   -3.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9363   -3.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9414   -4.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6500   -4.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2302   -3.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2280   -2.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5194   -1.8916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8125   -2.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8187   -3.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5279   -3.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3083   -8.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0151   -8.4222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  6  8  1  0
  8  9  1  0
  7 10  1  0
  7 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
  9 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  9  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 18 21  1  0
 15 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474234

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 375.48

Molecular Weight (Monoisotopic): 375.2059

AlogP: 3.00

#Rotatable Bonds: 6

Polar Surface Area: 64.52

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.09

CX LogP: 3.68

CX LogD: 3.50

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.69

Np Likeness Score: -1.42

References

1. Leal ES, Adler NS, Fernández GA, Gebhard LG, Battini L, Aucar MG, Videla M, Monge ME, Hernández de Los Ríos A, Acosta Dávila JA, Morell ML, Cordo SM, García CC, Gamarnik AV, Cavasotto CN, Bollini M..  (2019)  De novo design approaches targeting an envelope protein pocket to identify small molecules against dengue virus.,  182  [PMID:31472473] [10.1016/j.ejmech.2019.111628]

2. De S, Aamna B, Sahu R, Parida S, Behera SK, Dan AK..  (2022)  Seeking heterocyclic scaffolds as antivirals against dengue virus.,  240  [PMID:35816877] [10.1016/j.ejmech.2022.114576]

Source

Source(1):

• Scientific Literature