2-(4-(4-chlorobenzyl)piperazin-1-yl)benzo[d]oxazol-5-amine

ID: ALA4476086

PubChem CID: 155538191

Max Phase: Preclinical

Molecular Formula: C18H19ClN4O

Molecular Weight: 342.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccc2oc(N3CCN(Cc4ccc(Cl)cc4)CC3)nc2c1

Standard InChI:  InChI=1S/C18H19ClN4O/c19-14-3-1-13(2-4-14)12-22-7-9-23(10-8-22)18-21-16-11-15(20)5-6-17(16)24-18/h1-6,11H,7-10,12,20H2

Standard InChI Key:  WQKQRQOPCMJJSB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   27.8986  -10.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8975  -11.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6055  -12.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6038  -10.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3124  -10.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3172  -11.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0972  -12.0253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5746  -11.3602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0895  -10.7008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3917  -11.3554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8025  -12.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6161  -12.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0244  -11.3501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6128  -10.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7930  -10.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1908  -10.5535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8415  -11.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2486  -10.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0630  -10.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4700   -9.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0599   -9.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2385   -9.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8352   -9.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4661   -8.5170    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  1 16  1  0
 13 17  1  0
 17 18  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
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476086

   ---

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: 342.83

Molecular Weight (Monoisotopic): 342.1247

AlogP: 3.39

#Rotatable Bonds: 3

Polar Surface Area: 58.53

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.69

CX LogP: 3.46

CX LogD: 3.38

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.74

Np Likeness Score: -1.58

References

1. Gutti G, Kakarla R, Kumar D, Beohar M, Ganeshpurkar A, Kumar A, Krishnamurthy S, Singh SK..  (2019)  Discovery of novel series of 2-substituted benzo[d]oxazol-5-amine derivatives as multi-target directed ligands for the treatment of Alzheimer's disease.,  182  [PMID:31437780] [10.1016/j.ejmech.2019.111613]

Source

Source(1):

• Scientific Literature