(E)-6-(Naphthalen-2-yl)imidazo[2,1-b]oxazole-5-carbaldehyde O-(2,3-dihydro-1H-inden-2-yl)oxime

ID: ALA4580898

PubChem CID: 142505396

Max Phase: Preclinical

Molecular Formula: C25H19N3O2

Molecular Weight: 393.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C(=N/OC1Cc2ccccc2C1)\c1c(-c2ccc3ccccc3c2)nc2occn12

Standard InChI:  InChI=1S/C25H19N3O2/c1-2-6-18-13-21(10-9-17(18)5-1)24-23(28-11-12-29-25(28)27-24)16-26-30-22-14-19-7-3-4-8-20(19)15-22/h1-13,16,22H,14-15H2/b26-16+

Standard InChI Key:  CRQDSRXCPJYGDB-WGOQTCKBSA-N

Molfile:  

 
     RDKit          2D

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   33.5676  -15.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5519  -13.8662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0795  -14.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3321  -14.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3372  -14.9263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1155  -15.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5915  -14.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1073  -13.8524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3251  -15.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5281  -16.1490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2856  -16.9294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4886  -17.1097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2624  -14.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8484  -13.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0320  -13.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8674  -15.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0524  -15.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6336  -14.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8172  -14.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4186  -15.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8423  -15.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6573  -15.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8742  -16.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1658  -17.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3521  -17.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1725  -16.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3953  -16.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7971  -17.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9812  -18.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7581  -18.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0
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  6  7  2  0
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  9 10  2  0
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  3 13  1  0
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 15 18  2  0
 17 16  2  0
 16 13  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 12 23  1  0
 23 26  1  0
 25 24  1  0
 24 12  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4580898

   ---

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: 393.45

Molecular Weight (Monoisotopic): 393.1477

AlogP: 5.27

#Rotatable Bonds: 4

Polar Surface Area: 52.03

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.43

CX LogP: 5.23

CX LogD: 5.23

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.31

Np Likeness Score: -0.45

References

1. Liang D, Li L, Lynch C, Diethelm-Varela B, Xia M, Xue F, Wang H..  (2019)  DL5050, a Selective Agonist for the Human Constitutive Androstane Receptor.,  10  (7): [PMID:31312405] [10.1021/acsmedchemlett.9b00079]

Source

Source(1):

• Scientific Literature