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

ID: ALA551897

PubChem CID: 44191117

Max Phase: Preclinical

Molecular Formula: C27H27Cl2FN4O4

Molecular Weight: 561.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)N1CCN(c2cc3c(cc2F)c(=O)c(C(=O)NCc2ccc(Cl)cc2Cl)cn3C2CC2)CC1

Standard InChI:  InChI=1S/C27H27Cl2FN4O4/c1-2-38-27(37)33-9-7-32(8-10-33)24-13-23-19(12-22(24)30)25(35)20(15-34(23)18-5-6-18)26(36)31-14-16-3-4-17(28)11-21(16)29/h3-4,11-13,15,18H,2,5-10,14H2,1H3,(H,31,36)

Standard InChI Key:  FYKKANRQCHCJGI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.1337   -7.8021    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.5627  -10.2771    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA551897

   Ethyl 4-[1-cyclopropyl-3-[(2,4-dichlorophenyl)methylcarbamoyl]-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: 561.44

Molecular Weight (Monoisotopic): 560.1393

AlogP: 4.99

#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: 0.36

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.46

Np Likeness Score: -1.60

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