7-[4-(9Z,12Z,15Z)-octadec-9,12,15-trienoyl-piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA4549879

PubChem CID: 155550366

Max Phase: Preclinical

Molecular Formula: C35H46FN3O4

Molecular Weight: 591.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)N1CCN(c2cc3c(cc2F)c(=O)c(C(=O)O)cn3C2CC2)CC1

Standard InChI:  InChI=1S/C35H46FN3O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-33(40)38-22-20-37(21-23-38)32-25-31-28(24-30(32)36)34(41)29(35(42)43)26-39(31)27-18-19-27/h3-4,6-7,9-10,24-27H,2,5,8,11-23H2,1H3,(H,42,43)/b4-3-,7-6-,10-9-

Standard InChI Key:  ZGRJDZOOXQYWGY-PDBXOOCHSA-N

Molfile:  

 
     RDKit          2D

 43 46  0  0  0  0  0  0  0  0999 V2000
    5.8728  -23.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5824  -23.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5796  -22.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8710  -22.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1688  -22.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4651  -22.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7526  -22.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7485  -23.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2908  -23.7240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2878  -24.5459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9921  -24.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9934  -23.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7001  -24.5453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7008  -23.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4542  -23.7221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1639  -23.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703  -21.2692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4533  -24.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0411  -25.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8583  -25.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0476  -22.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0528  -21.2601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3372  -22.4813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2858  -22.0826    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.4075  -24.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4068  -25.7717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1117  -24.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8175  -24.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5257  -24.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2329  -24.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9411  -24.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6483  -24.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3565  -24.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0637  -24.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7719  -24.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7729  -23.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4811  -23.3297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4821  -22.5126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7748  -22.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7758  -21.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0686  -20.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3604  -21.2842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6532  -20.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 16  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
 16  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 14 12  1  0
 11 13  1  0
 13 14  1  0
  8 15  1  0
 15 16  1  0
  6 17  2  0
 19 18  1  0
 20 19  1  0
 18 20  1  0
 15 18  1  0
  7 21  1  0
 21 22  2  0
 21 23  1  0
  3 24  1  0
 13 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4549879

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 591.77

Molecular Weight (Monoisotopic): 591.3472

AlogP: 7.41

#Rotatable Bonds: 16

Polar Surface Area: 82.85

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 5.87

CX Basic pKa: ┄

CX LogP: 7.45

CX LogD: 5.91

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.16

Np Likeness Score: -0.10

References

1. Chrzanowska A, Roszkowski P, Bielenica A, Olejarz W, Stępień K, Struga M..  (2020)  Anticancer and antimicrobial effects of novel ciprofloxacin fatty acids conjugates.,  185  [PMID:31678743] [10.1016/j.ejmech.2019.111810]

Source

Source(1):

• Scientific Literature