LAPORAN PRAKTIKUM KIMIA MEDISINAL

Disusun oleh :
Galuh maulidatin nufus (19040051)

Dosen pengampu :
Apt.Sholihatil Hidayati, M.Farm

PROGRAM STUDI SI FARMASI

SEKOLAH TINGGI ILMU KESEHATAN dr. SOEBANDI JEMBER
YAYASAN PENDIDIKAN JEMBER INTERNATIONAL SCHOOL
TAHUN 2020/2021
Jl.dr. Soebandi No. 99 Jember, Telp/Fax. (0331) 483536
E_mail :jstikesdr.soebandi@yahoo.com Laman: www.stikesdrsoebandi.ac.id
 ASAM MEFENAMAT

1. Struktur kimia senyawa

2. Formula, berat molekul,dan analisis elemen senyawa obat

3. titik didih, titik lebur, nilai log P, refraksi molar, panas pembentukan dll.

4. nilai sifat kimia fisika tersebut dan sumber pustaka

*** Physical Property Report Generated By CS ChemProp ***

************************************************************************
Data from database
************************************************************************
<Name of molecule>
N-Phenylanthranilic acid,2',3'-dimethyl

<Molecular formula>
C15 H15 N O2

<Molecular weight>
241.2896

<Partition Coefficient (Log Kow); n-octanol/water>

5.120

<Reference>
LA
ROTONDA,M.,SILIPO,C.,ET.AL.,QUANT.STRUCT.ACT.RELAT.,2,168(1983)

AT PH = 2.0

2.000

<Reference>
LA
ROTONDA,M.,SILIPO,C.,ET.AL.,QUANT.STRUCT.ACT.RELAT.,2,168(1983)

PH= 7.4, PHOSPHATE BUFFER; NOT ION-CORRECTED

2.370

<Reference>
TERADA,H.,MURAOKA,S.,FUJITA,T.,J.MED.CHEM.,17,330(1974)

PH = 7.0, PHOSPHATE BUFFER; NOT ION CORRECTED

2.050

<Reference>
MENASSE,R.,ET.AL.,SCAND.J.RHEUMAT.,SUPPL.22,5(1978)

PH= 7.4, PHOSPHATE BUFFER; NOT ION-CORRECTED

 4.300

<Reference>
LA
ROTONDA,M.,SILIPO,C.,ET.AL.,QUANT.STRUCT.ACT.RELAT.,2,168(1983)

PH = 4.50

5.370

<Reference>
TERADA,H.,MURAOKA,S.,FUJITA,T.,J.MED.CHEM.,17,330(1974)

<pKa>
4.200

<Reference>
LA
ROTONDA,M.,SILIPO,C.,ET.AL.,QUANT.STRUCT.ACT.RELAT.,2,168(1983)

PH = 4.50

5.800

<Reference>
TERADA,H.,MURAOKA,S.,MOL.PHARMACOL.,8,95(1971)

PH = 7.5; PHOSPHATE OR RINGER BUFFER; NOTION-CORRECTED

4.330

<Reference>
TERADA,H.,MURAOKA,S.,FUJITA,T.,J.MED.CHEM.,17,330(1974)

PH = 7.0, PHOSPHATE BUFFER; NOT ION CORRECTED

4.200

<Reference>
 LA
ROTONDA,M.,SILIPO,C.,ET.AL.,QUANT.STRUCT.ACT.RELAT.,2,168(1983)

AT PH = 2.0

4.200

<Reference>
MENASSE,R.,ET.AL.,SCAND.J.RHEUMAT.,SUPPL.22,5(1978)

PH= 7.4, PHOSPHATE BUFFER; NOT ION-CORRECTED

4.200

<Reference>
LA
ROTONDA,M.,SILIPO,C.,ET.AL.,QUANT.STRUCT.ACT.RELAT.,2,168(1983)

PH= 7.4, PHOSPHATE BUFFER; NOT ION-CORRECTED

************************************************************************
Estimation of logarithm of Partition Coefficient [n-Octanol/Water] Log(p)
************************************************************************

Log(p)........: 4.03
St..deviation.: 0.47
by Crippen's fragmentation: J.Chem.Inf.Comput.Sci.,27,21(1987).

Log(p)........: 3.93
St..deviation.: 0.49
by Viswanadhan's fragmentation: J.Chem.Inf.Comput.Sci.,29,163(1989).

Estimation using Broto's fragmentation method

Log(p)........: 3.65
St..deviation.: 0.55
by Broto's method: Eur.J.Med.Chem.- Chim.Theor.,19,71(1984).

************************************************************************
 Estimation of Molar Refractivity
************************************************************************

MR............: 71.80 [cm.cm.cm/mol]

St..deviation.: 1.27
by Crippen's fragmentation: J.Chem.Inf.Comput.Sci.,27,21(1987).

MR............: 71.39 [cm.cm.cm/mol]

St..deviation.: 0.77
by Viswanadhan's fragmentation: J.Chem.Inf.Comput.Sci.,29,163(1989).

************************************************************************
Estimation of Henry's Constant (H)
************************************************************************

1. method: H = 8.977 log[unitless]

Estimation of mean error..: 0.340

2. method: The Method is not usable for this type of molecule.

************************************************************************
Estimation of the Boiling and Freezing points.
************************************************************************

Normal Boiling Point [p=1atm]: 671.14 [K]

Standard Error: 20.400 [K]
Joback fragmentation method modified by S.E. Stein

Normal Boiling Point [p=1atm]: 806.78 [K]

Standard Error: Error was not estimated.
Joback fragmentation method

Freezing Point [p=1atm]: 561.97 [K]

Standard Error: 25.000 [K]
Joback fragmentation method

************************************************************************
Estimation of the Critical properties.
************************************************************************

Critical Temperature: 871.84 [K]

Standard Error: Error was not estimated.
Joback fragmentation method

Critical Pressure: 26.598 [bar]

Standard Error: Error was not estimated.
Joback fragmentation method

Critical Volume: 718.50 [cm.cm.cm/mol]

Standard Error: Error was not estimated.
Joback fragmentation method

************************************************************************
Estimation of the Thermodynamics properties
************************************************************************

Heat of Formation [T=298.15K, p=1atm]: -211.08 [kJ/mol]

Standard Error: Error was not estimated.
Joback fragmentation method

Gibbs Energy [T=298.15K, p=1atm]: 16.830 [kJ/mol]

Standard Error: Error was not estimated.
Joback fragmentation method

Ideal gas thermal capacity for T= 298.15 [K] and p=1atm: 267.00 [J/(mol.K)]
Standard Error: Error was not estimated.
Joback fragmentation method
 5. Menggambar struktur 3D
Asam mefenamat

6. Energy minimum
Asam mefenamat

------------MM2 Minimization------------

Separating coincident atoms: C(15)-H(25)

Pi System: 13 14 6 1 2 3 5 4 9 15 10 12 11 16 17

Warning: Some parameters are guessed (Quality = 1).

Iteration 309: Minimization terminated normally because the gradient norm is less than the
minimum gradient norm
 Stretch: 2.3423

Bend: 12.9011

Stretch-Bend: 0.1671

Torsion: -6.9754

Non-1,4 VDW: 3.7981

1,4 VDW: 14.3299

Dipole/Dipole: 1.1279

Total Energy: 27.6909 kcal/mol

Calculation completed

7. Atom symbol
Asam mefenamat
8. Atom number
Asam mefenamat

9. Panjang ikatan
Asam mefenamat

1 O(18)-Lp(37) 0.6002 0.6000

1 O(18)-Lp(36) 0.5993 0.6000

1 O(17)-Lp(35) 0.5976 0.6000

1 O(17)-Lp(34) 0.6001 0.6000

1 O(18)-H(33) 0.9708 0.9720

1 C(15)-H(32) 1.0960 1.1000

1 C(14)-H(31) 1.1029 1.1000

1 C(13)-H(30) 1.1030 1.1000

1 C(12)-H(29) 1.1030 1.1000

1 N(9)-H(28) 1.0452 1.0500

1 C(8)-H(27) 1.1129 1.1130

1 C(8)-H(26) 1.1124 1.1130

1 C(8)-H(25) 1.1111 1.1130

1 C(7)-H(24) 1.1131 1.1130

1 C(7)-H(23) 1.1137 1.1130

1 C(7)-H(22) 1.1128 1.1130

1 C(3)-H(21) 1.1056 1.1000

1 C(2)-H(20) 1.1031 1.1000

1 C(1)-H(19) 1.1025 1.1000

1 C(10)-C(15) 1.3465 1.4200

1 C(14)-C(15) 1.3393 1.4200

1 C(13)-C(14) 1.3360 1.4200

1 C(12)-C(13) 1.3399 1.4200

1 C(11)-C(12) 1.3519 1.4200

1 C(10)-C(11) 1.3608 1.4200

1 C(1)-C(6) 1.3431 1.4200

1 C(5)-C(6) 1.3563 1.4200

1 C(4)-C(5) 1.3577 1.4200

1 C(3)-C(4) 1.3521 1.4200

1 C(2)-C(3) 1.3382 1.4200

1 C(1)-C(2) 1.3357 1.4200

1 C(16)-O(18) 1.3576 1.3380

1 C(16)-O(17) 1.2146 1.2080

1 C(11)-C(16) 1.3734 1.5170

1 N(9)-C(10) 1.2757 1.4620

1 C(4)-N(9) 1.2797 1.4620

1 C(5)-C(8) 1.5186 1.4970

1 C(6)-C(7) 1.5179 1.4970

10. estimasi gambaran 1H-NM
11. estimasi gambaran 13C-NMR
 FENOBARBITAL

1. Struktur kimia senyawa

2. Formula, berat molekul,dan analisis elemen senyawa obat

3. titik didih, titik lebur, nilai log P, refraksi molar, panas pembentukan dll.

4. nilai sifat kimia fisika tersebut dan sumber pustaka

*** Physical Property Report Generated By CS ChemProp ***

************************************************************************
Data from database
************************************************************************
<Name of molecule>
Barbituric acid,5-Et-5-phenyl/phenobarbital/

<Molecular formula>
C12 H12 N2 O3

<CAS>
50-06-0

<Molecular weight>
232.2390

<Partition Coefficient (Log Kow); n-octanol/water>

1.470
<Reference>
AT PH = 2.0

1.140

<Reference>
RODRIGUEZ,L.,ZECCHI,V.,CINI,M.,IL FARMACO,34,371(1979)

PH 5.5 PHOSPHATE BUFFER

1.410

<Reference>
LEPETIT,G.,PHARMAZIE,32,289(1977)

AT PH = 2.0

1.420

<Reference>

HANSCH,C.,STEWARD,A.,ANDERSON,S.,BENTLEY,D.,J.MED.CHEM.,11,1(1968)

1.530
<Reference>
PH= 7.4, PHOSPHATE BUFFER; NOT ION-CORRECTED
 1.390

<Reference>
ARMSTRONG,N.,ET.AL.,J.PHARM.PHARMACOL.,36,361(1984)

1.150

<Reference>
LEPETIT,G.,PHARMAZIE,32,289(1977)

PH = 7.0, PHOSPHATE BUFFER; NOT ION CORRECTED

1.430

<Reference>

LULLMANN,H.,TIMMERMANS,O.,ZIEGLER,A.,EUR.J.PHARMACOL.,60,277(1979
)

PH = 1.0 USING HCL

1.710

<Reference>
PANG,K.Y.Y.,BRASWELL,L.M.,CHANG,L.,
SOMMER,T.J.,MILLER,K.W.,MOL.PHARMACOL.,18,84(1980)

PH = 7.0; NOT ION-CORRECTED

1.420

<Reference>

HUGUENARD,J.,WILSON,W.,J.PHARMACOL.EXPER.THERAP.,234,821(1985)

0.140

<Reference>
LEPETIT,G.,PHARMAZIE,32,289(1977)
 PH = 8.50

<pKa>
7.360

<Reference>
BRODIN,A.,NILSSON,M.,ACTA PHARM.SUECICA,10,187(1973)

7.300

<Reference>
BUTLER,J.,J.AM.PHARM.ASSOC.,44,367(1955)

7.410

<Reference>
KANENIWA,N.,ET.AL.,CHEM.PHARM.BULL.,27,1501(1979)

AT PH = 7.4 + PHOSPHATE BUFFER, 37 DEG., NOT ION-CORRECTED

7.210

<Reference>
ASADA,S.,KASHIMOTO,A.,YAMADA,T.,YAKUGAKU
ZASSHI,96,1169(1976)

PH = 0.7

7.300
<Reference>
AT PH = 2.0

************************************************************************
Estimation of logarithm of Partition Coefficient [n-Octanol/Water] Log(p)
************************************************************************

Log(p)........: 1.52
St..deviation.: 0.47
by Crippen's fragmentation: J.Chem.Inf.Comput.Sci.,27,21(1987).
Log(p)........: 1.56
St..deviation.: 0.49
by Viswanadhan's fragmentation: J.Chem.Inf.Comput.Sci.,29,163(1989).

Estimation using Broto's fragmentation method

Log(p)........: 1.19
St..deviation.: 0.65
by Broto's method: Eur.J.Med.Chem.- Chim.Theor.,19,71(1984).

************************************************************************
Estimation of Molar Refractivity
************************************************************************

MR............: 58.64 [cm.cm.cm/mol]

St..deviation.: 1.27
by Crippen's fragmentation: J.Chem.Inf.Comput.Sci.,27,21(1987).

MR............: 59.70 [cm.cm.cm/mol]

St..deviation.: 0.77
by Viswanadhan's fragmentation: J.Chem.Inf.Comput.Sci.,29,163(1989).

************************************************************************
Estimation of Henry's Constant (H)
************************************************************************

1. method: H = 16.290 log[unitless]

Estimation of mean error..: 0.340

2. method: The Method is not usable for this type of molecule.

Two or more polar groups is in the compound.

************************************************************************
Estimation of the Boiling and Freezing points.
************************************************************************

Normal Boiling Point [p=1atm]: 811.72 [K]

Standard Error: 20.400 [K]
Joback fragmentation method modified by S.E. Stein

Normal Boiling Point [p=1atm]: 811.40 [K]

Standard Error: Error was not estimated.
Joback fragmentation method

Freezing Point [p=1atm]: 607.57 [K]

Standard Error: 25.000 [K]
Joback fragmentation method

************************************************************************
Estimation of the Critical properties.
************************************************************************

Critical Temperature: 1038.47 [K]

Standard Error: Error was not estimated.
Joback fragmentation method

Critical Pressure: 38.010 [bar]

Standard Error: Error was not estimated.
Joback fragmentation method

Critical Volume: 693.50 [cm.cm.cm/mol]

Standard Error: Error was not estimated.
Joback fragmentation method

************************************************************************
Estimation of the Thermodynamics properties
************************************************************************

Heat of Formation [T=298.15K, p=1atm]: -131.45 [kJ/mol]

Standard Error: Error was not estimated.
Joback fragmentation method

Gibbs Energy [T=298.15K, p=1atm]: 123.44 [kJ/mol]

 Standard Error: Error was not estimated.
Joback fragmentation method

Ideal gas thermal capacity for T= 298.15 [K] and p=1atm: 259.15 [J/(mol.K)]
Standard Error: Error was not estimated.
Joback fragmentation method
5. Menggambar 3D

6. energy minimum

------------MM2 Minimization------------
Pi System: 15 14 13 12 16 17
Warning: Some parameters are guessed (Quality = 1).
Iteration 629: Minimization terminated normally because the gradient norm is less than the
minimum gradient norm
Stretch: 1.3316
Bend: 4.6195
Stretch-Bend: 0.1995
Torsion: 3.0993
 Non-1,4 VDW: -3.3370
1,4 VDW: 4.2660
Dipole/Dipole: -1.5624
Total Energy: 8.6166 kcal/mol
Calculation completed

7. atom symbol

8. atom number

9. panjang ikatan
1 O(9)-Lp(35) 0.6005 0.6000
1 O(9)-Lp(34) 0.6005 0.6000
1 O(8)-Lp(33) 0.6003 0.6000
1 O(8)-Lp(32) 0.6000 0.6000
1 O(7)-Lp(31) 0.6003 0.6000
1 O(7)-Lp(30) 0.5999 0.6000
1 C(17)-H(29) 1.1001 1.1000
1 C(16)-H(28) 1.1032 1.1000
1 C(15)-H(27) 1.1026 1.1000
1 C(14)-H(26) 1.1030 1.1000
1 C(13)-H(25) 1.1029 1.1000
1 C(11)-H(24) 1.1120 1.1130
1 C(11)-H(23) 1.1132 1.1130
1 C(11)-H(22) 1.1146 1.1130
1 C(10)-H(21) 1.1178 1.1130
1 C(10)-H(20) 1.1153 1.1130
1 N(3)-H(19) 1.0070 1.0120
1 N(1)-H(18) 1.0070 1.0120
1 C(12)-C(17) 1.3466 1.4200
1 C(16)-C(17) 1.3425 1.4200
1 C(15)-C(16) 1.3407 1.4200
1 C(14)-C(15) 1.3405 1.4200
1 C(13)-C(14) 1.3419 1.4200
1 C(12)-C(13) 1.3476 1.4200
1 C(6)-N(1) 1.3683 1.3690
1 C(2)-N(1) 1.3650 1.3690
1 N(3)-C(2) 1.3651 1.3690
1 C(4)-N(3) 1.3684 1.3690
1 C(5)-C(4) 1.5385 1.5090
1 C(6)-C(5) 1.5375 1.5090
1 C(5)-C(12) 1.5288 1.4970
1 C(10)-C(11) 1.5370 1.5230
1 C(5)-C(10) 1.5488 1.5230
1 C(2)-O(9) 1.2037 1.2080
1 C(6)-O(8) 1.2079 1.2080
1 C(4)-O(7) 1.2078 1.2080
10. estimasi gambaran 1H-NM
11. estimasi gambaran 13C-NMR