[2-((R)-1-Benzyl-pyrrolidin-3-yl)-ethyl]-[2-(5-bromo-2-methoxy-phenyl)-oxazol-4-ylmethyl]-amine

ID: ALA2111527

PubChem CID: 71457956

Max Phase: Preclinical

Molecular Formula: C24H28BrN3O2

Molecular Weight: 470.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Br)cc1-c1nc(CNCCC2CCN(Cc3ccccc3)C2)co1

Standard InChI:  InChI=1S/C24H28BrN3O2/c1-29-23-8-7-20(25)13-22(23)24-27-21(17-30-24)14-26-11-9-19-10-12-28(16-19)15-18-5-3-2-4-6-18/h2-8,13,17,19,26H,9-12,14-16H2,1H3

Standard InChI Key:  PUTIADDALKYHRM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    3.3199   -1.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0854   -1.5268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6002   -1.6350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3698   -0.4036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6096   -0.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1235   -2.8249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1603   -0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6002   -2.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846   -1.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8224   -3.2742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3621   -3.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846   -2.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0777   -2.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1732   -1.6350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1732   -2.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8078   -1.6641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4535   -1.2148    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.4333   -0.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3199   -2.8831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5505   -2.8873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2790   -1.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8379   -2.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6315   -1.7141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0059   -2.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2452   -3.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5879   -2.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3199   -3.7110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3201   -1.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9733   -2.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0190   -2.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  1  1  0
  5  2  1  0
  6 11  1  0
  7  4  1  0
  8  3  1  0
  9  3  2  0
 10  6  1  0
 11 22  1  0
 12  8  2  0
 13 21  1  0
 14  9  1  0
 15 14  2  0
 16 18  1  0
 17 14  1  0
 18  5  1  0
 19  8  1  0
 20 10  1  0
 21 22  1  0
 22 24  1  0
 23 16  1  0
 24 23  1  0
 25 20  2  0
 26 20  1  0
 27 19  1  0
 28 26  2  0
 29 25  1  0
 30 28  1  0
  5  7  2  0
 15 12  1  0
 13  6  1  0
 30 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2111527

   2-(1-benzylpyrrolidin-3-yl)-N-[[2-(5-bromo-2-methoxyphenyl)-1,3-oxazol-4-yl]methyl]ethanamine

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: 470.41

Molecular Weight (Monoisotopic): 469.1365

AlogP: 5.11

#Rotatable Bonds: 9

Polar Surface Area: 50.53

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.73

CX LogP: 4.40

CX LogD: 1.57

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.44

Np Likeness Score: -1.37

References

1. Einsiedel J, Thomas C, Hübner H, Gmeiner P..  (2000)  Phenyloxazoles and phenylthiazoles as benzamide bioisosteres: synthesis and dopamine receptor binding profiles.,  10  (17): [PMID:10987445] [10.1016/s0960-894x(00)00405-4]

Source

Source(1):

• Scientific Literature