NP-MRD: Showing NP-Card for ciprofloxacin (NP0281235)

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Record Information

Version

2.0

Created at

2022-09-09 07:27:21 UTC

Updated at

2022-09-09 07:27:21 UTC

NP-MRD ID

NP0281235

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ciprofloxacin

Description

Ciprofloxacin, also known as CPFX or ciprinol, belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. Ciprofloxacin is a very strong basic compound (based on its pKa). Ciprofloxacin is a potentially toxic compound. ciprofloxacin is found in Streptomyces hygroscopicus. ciprofloxacin was first documented in 1986 (PMID: 3777908). A quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively (PMID: 1524699) (PMID: 8718602) (PMID: 8820479) (PMID: 10397494).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 45  0  0  0  0  0  0  0  0999 V2000
   -6.2297   -0.4347   -0.3740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3640   -1.2936   -0.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7700   -2.5795    0.1878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9604   -0.9295   -0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5440    0.3535   -0.3820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2496    0.7172   -0.3818 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8015    2.0532   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3744    2.8663    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5510    3.2457   -0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2860   -0.2009   -0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0477    0.1889   -0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0367   -0.7239    0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3964   -0.3871    0.2140 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2804   -0.4913    1.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4135    0.5146    1.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2041   -0.0097    0.0119 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4213   -0.3322   -1.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9801    0.1185   -1.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6644   -2.0182    0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5999   -2.9789    0.7989 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6396   -2.4153    0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6199   -1.4900    0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9644   -1.8374    0.1995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2656   -3.0246    0.4719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5892   -3.3808   -0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2827    1.1321   -0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0842    2.1100   -1.5308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4061    3.3879    0.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5329    2.3857    1.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5586    3.1163    0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4191    4.1569   -0.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3193    1.2254   -0.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7698   -1.4924    1.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7971   -0.3273    2.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9442    1.4817    0.7899 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0363    0.5922    1.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0167    0.5830   -0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4044   -1.4508   -1.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8257    0.1133   -2.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8776    1.2119   -1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4305   -0.3376   -1.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9730   -3.4185    0.7286 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  6 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 12 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23  4  1  0
  9  7  1  0
 22 10  1  0
 18 13  1  0
  3 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 11 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 21 42  1  0
M  END

537
  Mrv0541 02231214452D          

 24 27  0  0  0  0            999 V2000
    7.1488    1.2022    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    2.0072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    0.7697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.0072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -0.4678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1488   -0.4877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5746   -1.3182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -1.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8239   -2.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6489   -2.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6884   -0.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4359   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8649   -0.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1456   -1.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    1.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5778   -0.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8585   -1.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6884    1.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4359    0.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    1.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2 19  2  0  0  0  0
  3 24  1  0  0  0  0
  4 24  2  0  0  0  0
  5  8  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 15  1  0  0  0  0
  6 16  1  0  0  0  0
  6 17  1  0  0  0  0
  7 20  1  0  0  0  0
  7 21  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 10  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  2  0  0  0  0
 12 18  2  0  0  0  0
 13 19  1  0  0  0  0
 13 22  2  0  0  0  0
 14 15  1  0  0  0  0
 15 23  2  0  0  0  0
 16 20  1  0  0  0  0
 17 21  1  0  0  0  0
 18 19  1  0  0  0  0
 18 24  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0281235

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C1=CN(C2CC2)C2=CC(N3CCNCC3)=C(F)C=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)

> <INCHI_KEY>
MYSWGUAQZAJSOK-UHFFFAOYSA-N

> <FORMULA>
C17H18FN3O3

> <MOLECULAR_WEIGHT>
331.3415

> <EXACT_MASS>
331.133219662

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
33.118176211269244

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

> <ALOGPS_LOGP>
-0.57

> <JCHEM_LOGP>
-0.8145960428525316

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.755554705438363

> <JCHEM_PKA_STRONGEST_BASIC>
8.678038228921855

> <JCHEM_POLAR_SURFACE_AREA>
72.88

> <JCHEM_REFRACTIVITY>
87.93939999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.35e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ciprofloxacin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 537                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0      13.344   2.244   0.000  0.00  0.00           F+0
HETATM    2  O   UNK     0       7.908   3.747   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.907   1.437   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.241   3.747   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       7.908  -0.873   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      13.344  -0.910   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      16.006  -2.461   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       7.908  -2.413   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.138  -3.747   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.678  -3.747   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.242  -0.103   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.574  -0.103   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.242   1.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.618  -0.926   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.014  -0.135   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.681  -0.146   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.338  -2.450   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.574   1.437   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.908   2.207   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.012  -0.921   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.669  -3.226   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.618   2.260   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.014   1.469   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.241   2.207   0.000  0.00  0.00           C+0
CONECT    1   23                                                            
CONECT    2   19                                                            
CONECT    3   24                                                            
CONECT    4   24                                                            
CONECT    5    8   11   12                                                  
CONECT    6   15   16   17                                                  
CONECT    7   20   21                                                       
CONECT    8    5    9   10                                                  
CONECT    9    8   10                                                       
CONECT   10    8    9                                                       
CONECT   11    5   13   14                                                  
CONECT   12    5   18                                                       
CONECT   13   11   19   22                                                  
CONECT   14   11   15                                                       
CONECT   15    6   14   23                                                  
CONECT   16    6   20                                                       
CONECT   17    6   21                                                       
CONECT   18   12   19   24                                                  
CONECT   19    2   13   18                                                  
CONECT   20    7   16                                                       
CONECT   21    7   17                                                       
CONECT   22   13   23                                                       
CONECT   23    1   15   22                                                  
CONECT   24    3    4   18                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

View in JSmol

Synonyms

Value	Source
1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid	ChEBI
1-Cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid	ChEBI
1-Cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic acid	ChEBI
1-CYCLOPROPYL-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydroquinoline-3-carboxylIC ACID	ChEBI
1-Cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid	ChEBI
1-Cyclopropyl-6-fluoro-7-(4-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid	ChEBI
1-Cyclopropyl-6-fluoro-7-hexahydro-1-pyrazinyl-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid	ChEBI
Ciprofloxacine	ChEBI
Ciprofloxacino	ChEBI
Ciprofloxacinum	ChEBI
CPFX	Kegg
Cipro	Kegg
1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylate	Generator
1-Cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylate	Generator
1-Cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylate	Generator
1-CYCLOPROPYL-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydroquinoline-3-carboxylate	Generator
1-Cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylate	Generator
1-Cyclopropyl-6-fluoro-7-(4-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylate	Generator
1-Cyclopropyl-6-fluoro-7-hexahydro-1-pyrazinyl-4-oxo-1,4-dihydro-3-quinolinecarboxylate	Generator
Ciprofloxacin monohydrochloride	HMDB
Ciprofloxacina	HMDB
Ciprofloxacin hydrochloride	HMDB
Ciprofloxacin hydrochloride anhydrous	HMDB
Monohydrochloride monohydrate, ciprofloxacin	HMDB
Ciprinol	HMDB
Ciprofloxacin monohydrochloride monohydrate	HMDB
Hydrochloride anhydrous, ciprofloxacin	HMDB
Monohydrate, ciprofloxacin monohydrochloride	HMDB
Anhydrous, ciprofloxacin hydrochloride	HMDB
Hydrochloride, ciprofloxacin	HMDB

Chemical Formula

C₁₇H₁₈FN₃O₃

Average Mass

331.3415 Da

Monoisotopic Mass

331.13322 Da

IUPAC Name

1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

Traditional Name

ciprofloxacin

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CN(C2CC2)C2=CC(N3CCNCC3)=C(F)C=C2C1=O

InChI Identifier

InChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)

InChI Key

MYSWGUAQZAJSOK-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces hygroscopicus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinoline carboxylic acids

Direct Parent

Quinoline carboxylic acids

Alternative Parents

Substituents

Quinoline-3-carboxylic acid
Fluoroquinolone
N-arylpiperazine
Aminoquinoline
Haloquinoline
Dihydroquinolone
Dihydroquinoline
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Aryl fluoride
Aryl halide
1,4-diazinane
Piperazine
Pyridine
Benzenoid
Vinylogous amide
Heteroaromatic compound
Amino acid or derivatives
Amino acid
Tertiary amine
Azacycle
Secondary amine
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carboxylic acid
Secondary aliphatic amine
Amine
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Organohalogen compound
Organofluoride
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

N-arylpiperazine (CHEBI:100241 )
aminoquinoline (CHEBI:100241 )
quinolone antibiotic (CHEBI:100241 )
fluoroquinolone antibiotic (CHEBI:100241 )
quinolone (CHEBI:100241 )
quinolinemonocarboxylic acid (CHEBI:100241 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.57	ALOGPS
logP	-0.81	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	5.76	ChemAxon
pKa (Strongest Basic)	8.68	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	72.88 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	87.94 m³·mol⁻¹	ChemAxon
Polarizability	33.12 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0014677

DrugBank ID

DB00537

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2662

KEGG Compound ID

C05349

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ciprofloxacin

METLIN ID

Not Available

PubChem Compound

2764

PDB ID

CPF

ChEBI ID

100241

Good Scents ID

Not Available

References

General References

Brouwers JR: Drug interactions with quinolone antibacterials. Drug Saf. 1992 Jul-Aug;7(4):268-81. doi: 10.2165/00002018-199207040-00003. [PubMed:1524699 ]
Drusano GL, Standiford HC, Plaisance K, Forrest A, Leslie J, Caldwell J: Absolute oral bioavailability of ciprofloxacin. Antimicrob Agents Chemother. 1986 Sep;30(3):444-6. doi: 10.1128/AAC.30.3.444. [PubMed:3777908 ]
Hilliard JJ, Krause HM, Bernstein JI, Fernandez JA, Nguyen V, Ohemeng KA, Barrett JF: A comparison of active site binding of 4-quinolones and novel flavone gyrase inhibitors to DNA gyrase. Adv Exp Med Biol. 1995;390:59-69. doi: 10.1007/978-1-4757-9203-4_5. [PubMed:8718602 ]
Spivey JM, Cummings DM, Pierson NR: Failure of prostatitis treatment secondary to probable ciprofloxacin-sucralfate drug interaction. Pharmacotherapy. 1996 Mar-Apr;16(2):314-6. [PubMed:8820479 ]
Artico M, Mai A, Sbardella G, Massa S, Musiu C, Lostia S, Demontis F, La Colla P: Nitroquinolones with broad-spectrum antimycobacterial activity in vitro. Bioorg Med Chem Lett. 1999 Jun 21;9(12):1651-6. doi: 10.1016/s0960-894x(99)00251-6. [PubMed:10397494 ]
LOTUS database [Link]

Showing NP-Card for ciprofloxacin (NP0281235)

MOL for NP0281235 (ciprofloxacin)

3D MOL for NP0281235 (ciprofloxacin)

3D SDF for NP0281235 (ciprofloxacin)

3D-SDF for NP0281235 (ciprofloxacin)

PDB for NP0281235 (ciprofloxacin)

3D PDB for NP0281235 (ciprofloxacin)

SMILES for NP0281235 (ciprofloxacin)

INCHI for NP0281235 (ciprofloxacin)

Structure for NP0281235 (ciprofloxacin)

3D Structure for NP0281235 (ciprofloxacin)