(4-(5-aminobenzo[d]oxazol-2-yl)piperazin-1-yl)(3-chlorophenyl)methanone

ID: ALA4474948

PubChem CID: 155537608

Max Phase: Preclinical

Molecular Formula: C18H17ClN4O2

Molecular Weight: 356.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccc2oc(N3CCN(C(=O)c4cccc(Cl)c4)CC3)nc2c1

Standard InChI:  InChI=1S/C18H17ClN4O2/c19-13-3-1-2-12(10-13)17(24)22-6-8-23(9-7-22)18-21-15-11-14(20)4-5-16(15)25-18/h1-5,10-11H,6-9,20H2

Standard InChI Key:  LFUODYJQQZZUOJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   14.9804  -19.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9793  -20.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6873  -20.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6855  -19.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3942  -19.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3989  -20.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1790  -20.5976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6563  -19.9325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1712  -19.2731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4735  -19.9277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8843  -20.6335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6979  -20.6306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1061  -19.9223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6946  -19.2152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8748  -19.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2726  -19.1257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9233  -19.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3334  -20.6274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3304  -19.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1448  -19.2139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5518  -18.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1417  -17.7984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3203  -17.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9169  -18.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3690  -18.5049    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  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 21 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474948

   ---

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: 356.81

Molecular Weight (Monoisotopic): 356.1040

AlogP: 3.03

#Rotatable Bonds: 2

Polar Surface Area: 75.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.85

CX LogP: 2.82

CX LogD: 2.82

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.71

Np Likeness Score: -1.73

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