Ethyl 4-[3-(2,4-dichlorobenzylcarbamoyl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-7-yl)]piperazine-1-carboxylate

ID: ALA562236

PubChem CID: 44191025

Max Phase: Preclinical

Molecular Formula: C26H27Cl2FN4O4

Molecular Weight: 549.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)N1CCN(c2cc3c(cc2F)c(=O)c(C(=O)NCc2ccc(Cl)cc2Cl)cn3CC)CC1

Standard InChI:  InChI=1S/C26H27Cl2FN4O4/c1-3-31-15-19(25(35)30-14-16-5-6-17(27)11-20(16)28)24(34)18-12-21(29)23(13-22(18)31)32-7-9-33(10-8-32)26(36)37-4-2/h5-6,11-13,15H,3-4,7-10,14H2,1-2H3,(H,30,35)

Standard InChI Key:  XYXRKXIPTLHUGH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -4.0791   -7.4838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9222   -6.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6366   -6.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9235   -5.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2090   -5.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4945   -5.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7801   -5.4213    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.6379   -5.4213    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  5 10  1  0
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 30 31  2  0
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  3 11  1  0
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  4  6  1  0
 35 36  1  0
  9 17  1  0
 33 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA562236

   Ethyl 4-[3-[(2,4-dichlorophenyl)methylcarbamoyl]-1-ethyl-6-fluoro-4-oxoquinolin-7-yl]piperazine-1-carboxylate

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: 549.43

Molecular Weight (Monoisotopic): 548.1393

AlogP: 4.68

#Rotatable Bonds: 6

Polar Surface Area: 83.88

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.52

CX LogP: 4.38

CX LogD: 4.38

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.48

Np Likeness Score: -1.77

References

1. Niedermeier S, Singethan K, Rohrer SG, Matz M, Kossner M, Diederich S, Maisner A, Schmitz J, Hiltensperger G, Baumann K, Holzgrabe U, Schneider-Schaulies J..  (2009)  A small-molecule inhibitor of Nipah virus envelope protein-mediated membrane fusion.,  52  (14): [PMID:19499921] [10.1021/jm900411s]

Source

Source(1):

• Scientific Literature