1-(4-chlorophenyl)-3-(5-(4-methoxyphenylamino)-1,3,4-oxadiazol-2-yl)-6-methylpyridazin-4(1H)-one

ID: ALA2271176

PubChem CID: 11080089

Max Phase: Preclinical

Molecular Formula: C20H16ClN5O3

Molecular Weight: 409.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Nc2nnc(-c3nn(-c4ccc(Cl)cc4)c(C)cc3=O)o2)cc1

Standard InChI:  InChI=1S/C20H16ClN5O3/c1-12-11-17(27)18(25-26(12)15-7-3-13(21)4-8-15)19-23-24-20(29-19)22-14-5-9-16(28-2)10-6-14/h3-11H,1-2H3,(H,22,24)

Standard InChI Key:  RPASNUFKQJLVNG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.9867  -20.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9856  -21.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6936  -21.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4033  -21.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4004  -20.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6918  -20.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118  -20.2102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8172  -20.6178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5270  -20.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5285  -19.3892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8184  -18.9793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1115  -19.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2424  -18.9728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2337  -20.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2806  -21.4291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0722  -21.6376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5156  -20.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9956  -20.3149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3322  -20.9023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7033  -20.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5187  -20.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8898  -19.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4455  -18.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6260  -18.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2586  -19.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2775  -21.8472    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.8173  -17.9975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3717  -17.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4036  -18.9798    0.0000 C   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
  7  8  1  0
  8  9  2  0
  9 10  1  0
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 11 12  2  0
 12  7  1  0
  5  7  1  0
 10 13  2  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  1  0
  9 14  1  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
  2 26  1  0
 27 28  1  0
 23 27  1  0
 12 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271176

   1-(4-Chlorophenyl)-3-[5-(4-methoxyanilino)-1,3,4-oxadiazol-2-yl]-6-methylpyridazin-4-one

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: 409.83

Molecular Weight (Monoisotopic): 409.0942

AlogP: 4.00

#Rotatable Bonds: 5

Polar Surface Area: 95.07

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.76

CX Basic pKa: ┄

CX LogP: 4.18

CX LogD: 4.16

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.53

Np Likeness Score: -1.83

References

1. Zou XJ, Lai LH, Jin GY, Zhang ZX..  (2002)  Synthesis, fungicidal activity, and 3D-QSAR of pyridazinone-substituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles.,  50  (13): [PMID:12059155] [10.1021/jf0201677]

Source

Source(1):

• Scientific Literature