ethyl 4-(4-(tert-butoxycarbonyl)piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate

ID: ALA4227441

PubChem CID: 71179644

Max Phase: Preclinical

Molecular Formula: C22H29N3O5

Molecular Weight: 415.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1c(N2CCN(C(=O)OC(C)(C)C)CC2)c2ccccc2n(C)c1=O

Standard InChI:  InChI=1S/C22H29N3O5/c1-6-29-20(27)17-18(15-9-7-8-10-16(15)23(5)19(17)26)24-11-13-25(14-12-24)21(28)30-22(2,3)4/h7-10H,6,11-14H2,1-5H3

Standard InChI Key:  AQABULNBDKGZLO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   31.3231  -16.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0311  -16.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0294  -15.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7380  -15.5643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7368  -16.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4430  -16.7940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1549  -16.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1561  -15.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4453  -15.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4490  -14.3364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   33.4547  -12.7030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7451  -13.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7415  -13.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4566  -11.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7527  -11.4825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   34.8615  -16.7975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8648  -15.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5715  -15.5688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8668  -14.3413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2802  -15.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9869  -15.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1652  -11.4839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7544  -10.6653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0476  -10.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4630  -10.2582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7496   -9.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
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  8  9  1  0
  9 10  2  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 10 11  1  0
 18 17  1  0
 14 17  1  0
  7 19  1  0
  8 20  2  0
 21 22  1  0
 21 23  2  0
  9 21  1  0
 22 24  1  0
 24 25  1  0
 17 26  2  0
 18 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4227441

   Ethyl 1-methyl-4-[4-[(2-methylpropan-2-yl)oxycarbonyl]piperazin-1-yl]-2-oxoquinoline-3-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: 415.49

Molecular Weight (Monoisotopic): 415.2107

AlogP: 2.77

#Rotatable Bonds: 3

Polar Surface Area: 81.08

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.96

CX LogD: 1.96

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.72

Np Likeness Score: -0.91

References

1. Banu S, Bollu R, Naseema M, Gomedhika PM, Nagarapu L, Sirisha K, Kumar CG, Gundasw SK..  (2018)  A novel templates of piperazinyl-1,2-dihydroquinoline-3-carboxylates: Synthesis, anti-microbial evaluation and molecular docking studies.,  28  (7): [PMID:29534925] [10.1016/j.bmcl.2018.03.007]

Source

Source(1):

• Scientific Literature