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

ID: ALA4228561

PubChem CID: 145969578

Max Phase: Preclinical

Molecular Formula: C23H31N3O5

Molecular Weight: 429.52

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H31N3O5/c1-6-26-17-11-9-8-10-16(17)19(18(20(26)27)21(28)30-7-2)24-12-14-25(15-13-24)22(29)31-23(3,4)5/h8-11H,6-7,12-15H2,1-5H3

Standard InChI Key:  PZMZJTXDVDTCEU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
    3.7172   -6.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7161   -7.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4241   -7.8609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4223   -6.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1309   -6.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1298   -7.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8360   -7.8585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5479   -7.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5490   -6.6308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8383   -6.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8420   -5.4010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5515   -4.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5535   -4.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8476   -3.7676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1381   -4.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1345   -4.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8496   -2.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5604   -2.5502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1456   -2.5470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8337   -8.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2544   -7.8620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2578   -6.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9645   -6.6333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2598   -5.4059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6732   -6.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3799   -6.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5403   -9.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1474   -1.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4406   -1.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8560   -1.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1425   -0.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  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
 17 18  2  0
 19 17  1  0
 14 17  1  0
  7 20  1  0
  8 21  2  0
 22 23  1  0
 22 24  2  0
  9 22  1  0
 23 25  1  0
 25 26  1  0
 20 27  1  0
 19 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4228561

   ---

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: 429.52

Molecular Weight (Monoisotopic): 429.2264

AlogP: 3.26

#Rotatable Bonds: 4

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: 2.31

CX LogD: 2.31

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.69

Np Likeness Score: -1.06

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