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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:03 UTC

HMDB ID

HMDB0015625

Secondary Accession Numbers

HMDB15625

Metabolite Identification

Common Name

Prasugrel

Description

Prasugrel, a thienopyridine derivative, is a platelet activation and aggregation inhibitor structurally and pharmacologically related to clopidogrel and ticlopidine. Similar to clopidogrel, prasugrel is a prodrug that requires enzymatic transformation in the liver to its active metabolite, R-138727. R-138727 irreversibly binds to P2Y12 type ADP receptors on platelets thereby inhibiting ADP-mediated platelet activation and aggregation. Prasugrel inhibits ADP-mediated platelet aggregation more rapidly, more consistently and to a greater extent (at least 30%) than clopidogrel. The increased potency of prasugrel appears to be due to more efficient conversion to its active metabolite. The relationship, however, between increased platelet aggregation and clinical response has not been determined. Prasugrel carries a higher risk of bleed compared to clopidogrel, which may be a result of its higher potency. Prasugrel was developed by Daiichi Sankyo Co. and is currently marketed in the United States and Canada in cooperation with Eli Lilly and Company for acute coronary syndromes planned for percutaneous coronary intervention (PCI).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02231218152D          

 26 29  0  0  0  0            999 V2000
   -2.6909    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.7310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0865    0.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9115    0.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 18  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
  8 26  1  0  0  0  0
  5 26  1  0  0  0  0
M  END

HMDB0243743
     RDKit          3D
(S)-Prasugrel
 46 49  0  0  0  0  0  0  0  0999 V2000
    7.6432    0.6271    0.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1750    0.4608    0.5429 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4912    1.4174    0.9772 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5176   -0.7263    0.2428 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1396   -0.8904    0.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1325   -0.6433   -0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8734   -0.8921   -0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7154   -1.3642    1.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3147   -1.4523    1.7831 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313   -1.6530    1.7077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190   -0.4401    1.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3844   -0.0469    0.0047 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5042    0.3573   -0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2300    1.5627   -0.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3080    1.7629   -0.9361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8083    2.5382    0.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2312    3.9745    0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9308    3.2084    1.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5091   -0.7122   -1.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3095   -1.5448   -2.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2066   -2.5494   -2.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3249   -2.7617   -1.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4921   -1.9093   -0.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6104   -0.9003   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8801   -0.1085    0.7816 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.5643   -0.7283   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0941    0.9959    1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8477    1.3225   -0.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0831   -0.3813    0.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4133   -0.2554   -1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3954   -1.6671    2.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0042   -2.5776    1.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1400    0.3657    2.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5230   -0.6817    1.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1305    0.6390   -1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8579    2.4211    1.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4948    4.7509    0.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7672    4.1608   -0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9625    2.8661    1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6968    3.5648    2.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4305   -1.4171   -2.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0156   -3.1819   -3.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0406   -3.5585   -1.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3886   -2.0795    0.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7623   -0.1302   -1.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1984   -1.7425   -1.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
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 11 12  1  0
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 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 13 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 12 26  1  0
  9  5  1  0
 18 16  1  0
 24 19  1  0
 26  7  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 16 36  1  0
 17 37  1  0
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 18 39  1  0
 18 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 26 45  1  0
 26 46  1  0
M  END


  Mrv0541 02231218152D          

 26 29  0  0  0  0            999 V2000
   -2.6909    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.7310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0865    0.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9115    0.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
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 17 18  1  0  0  0  0
 16 18  1  0  0  0  0
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 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
  8 26  1  0  0  0  0
  5 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015625

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1=CC2=C(CCN(C2)C(C(=O)C2CC2)C2=CC=CC=C2F)S1

> <INCHI_IDENTIFIER>
InChI=1S/C20H20FNO3S/c1-12(23)25-18-10-14-11-22(9-8-17(14)26-18)19(20(24)13-6-7-13)15-4-2-3-5-16(15)21/h2-5,10,13,19H,6-9,11H2,1H3

> <INCHI_KEY>
DTGLZDAWLRGWQN-UHFFFAOYSA-N

> <FORMULA>
C20H20FNO3S

> <MOLECULAR_WEIGHT>
373.441

> <EXACT_MASS>
373.114792406

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
37.70041531954971

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4H,5H,6H,7H-thieno[3,2-c]pyridin-2-yl acetate

> <ALOGPS_LOGP>
3.67

> <JCHEM_LOGP>
4.307205803333333

> <ALOGPS_LOGS>
-5.20

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.248824132235686

> <JCHEM_PKA_STRONGEST_BASIC>
5.484524782701251

> <JCHEM_POLAR_SURFACE_AREA>
46.61

> <JCHEM_REFRACTIVITY>
96.81210000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
prasugrel

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0243743
     RDKit          3D
(S)-Prasugrel
 46 49  0  0  0  0  0  0  0  0999 V2000
    7.6432    0.6271    0.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1750    0.4608    0.5429 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4912    1.4174    0.9772 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5176   -0.7263    0.2428 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1396   -0.8904    0.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1325   -0.6433   -0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8734   -0.8921   -0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7154   -1.3642    1.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3147   -1.4523    1.7831 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313   -1.6530    1.7077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190   -0.4401    1.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3844   -0.0469    0.0047 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5042    0.3573   -0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2300    1.5627   -0.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3080    1.7629   -0.9361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8083    2.5382    0.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2312    3.9745    0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9308    3.2084    1.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5091   -0.7122   -1.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3095   -1.5448   -2.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2066   -2.5494   -2.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3249   -2.7617   -1.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4921   -1.9093   -0.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6104   -0.9003   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8801   -0.1085    0.7816 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.5643   -0.7283   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0941    0.9959    1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8477    1.3225   -0.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0831   -0.3813    0.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4133   -0.2554   -1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3954   -1.6671    2.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0042   -2.5776    1.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1400    0.3657    2.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5230   -0.6817    1.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1305    0.6390   -1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8579    2.4211    1.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4948    4.7509    0.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7672    4.1608   -0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9625    2.8661    1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6968    3.5648    2.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4305   -1.4171   -2.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0156   -3.1819   -3.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0406   -3.5585   -1.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3886   -2.0795    0.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7623   -0.1302   -1.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1984   -1.7425   -1.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 13 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 12 26  1  0
  9  5  1  0
 18 16  1  0
 24 19  1  0
 26  7  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 26 45  1  0
 26 46  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -5.023   0.031   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.483   0.031   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.713   1.365   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -2.713  -1.303   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       3.864  -2.073   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.198  -2.843   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.531  -2.073   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.865  -2.843   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.531  -0.533   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.761   0.801   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.301   0.801   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.198  -4.383   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.531  -5.153   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.531  -6.693   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.198  -7.463   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.864  -6.693   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.864  -5.153   0.000  0.00  0.00           C+0
HETATM   25  F   UNK     0       2.530  -4.383   0.000  0.00  0.00           F+0
HETATM   26  S   UNK     0      -0.268  -0.057   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   26                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9   26                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11    7                                                       
CONECT   13   11   14   19                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16   18                                                       
CONECT   18   17   16                                                       
CONECT   19   13   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19   25                                                  
CONECT   25   24                                                            
CONECT   26    8    5                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0015625
HETATM    1  C1  UNL     1       6.974  -1.925   1.060  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.681  -1.177   1.146  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.757   0.061   1.398  1.00  0.00           O  
HETATM    4  O2  UNL     1       4.455  -1.793   0.964  1.00  0.00           O  
HETATM    5  C3  UNL     1       3.319  -0.963   1.076  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.676  -0.273   0.094  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.598   0.460   0.453  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.253   0.440   1.781  1.00  0.00           C  
HETATM    9  S1  UNL     1       2.428  -0.588   2.472  1.00  0.00           S  
HETATM   10  C7  UNL     1       0.074   1.220   2.321  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.956   1.456   1.242  1.00  0.00           C  
HETATM   12  N1  UNL     1      -0.627   1.036  -0.029  1.00  0.00           N  
HETATM   13  C9  UNL     1      -1.429   0.345  -0.904  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.615   0.897  -1.538  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.248  -0.004  -2.205  1.00  0.00           O  
HETATM   16  C11 UNL     1      -3.233   2.197  -1.602  1.00  0.00           C  
HETATM   17  C12 UNL     1      -3.745   2.794  -0.262  1.00  0.00           C  
HETATM   18  C13 UNL     1      -2.720   3.462  -1.092  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.715  -1.073  -0.424  1.00  0.00           C  
HETATM   20  C15 UNL     1      -0.766  -2.051  -0.589  1.00  0.00           C  
HETATM   21  C16 UNL     1      -0.998  -3.355  -0.139  1.00  0.00           C  
HETATM   22  C17 UNL     1      -2.207  -3.615   0.471  1.00  0.00           C  
HETATM   23  C18 UNL     1      -3.164  -2.635   0.639  1.00  0.00           C  
HETATM   24  C19 UNL     1      -2.910  -1.337   0.180  1.00  0.00           C  
HETATM   25  F1  UNL     1      -3.815  -0.351   0.308  1.00  0.00           F  
HETATM   26  C20 UNL     1       0.716   1.307  -0.468  1.00  0.00           C  
HETATM   27  H1  UNL     1       7.528  -1.702   1.993  1.00  0.00           H  
HETATM   28  H2  UNL     1       6.774  -3.012   0.991  1.00  0.00           H  
HETATM   29  H3  UNL     1       7.551  -1.649   0.170  1.00  0.00           H  
HETATM   30  H4  UNL     1       3.055  -0.337  -0.954  1.00  0.00           H  
HETATM   31  H5  UNL     1       0.498   2.199   2.631  1.00  0.00           H  
HETATM   32  H6  UNL     1      -0.318   0.739   3.228  1.00  0.00           H  
HETATM   33  H7  UNL     1      -1.868   0.893   1.607  1.00  0.00           H  
HETATM   34  H8  UNL     1      -1.251   2.524   1.272  1.00  0.00           H  
HETATM   35  H9  UNL     1      -0.741   0.099  -1.825  1.00  0.00           H  
HETATM   36  H10 UNL     1      -4.058   2.248  -2.406  1.00  0.00           H  
HETATM   37  H11 UNL     1      -4.797   3.228  -0.338  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.513   2.306   0.665  1.00  0.00           H  
HETATM   39  H13 UNL     1      -3.074   4.385  -1.655  1.00  0.00           H  
HETATM   40  H14 UNL     1      -1.714   3.615  -0.710  1.00  0.00           H  
HETATM   41  H15 UNL     1       0.192  -1.875  -1.064  1.00  0.00           H  
HETATM   42  H16 UNL     1      -0.257  -4.134  -0.263  1.00  0.00           H  
HETATM   43  H17 UNL     1      -2.439  -4.624   0.843  1.00  0.00           H  
HETATM   44  H18 UNL     1      -4.123  -2.808   1.113  1.00  0.00           H  
HETATM   45  H19 UNL     1       0.957   2.374  -0.386  1.00  0.00           H  
HETATM   46  H20 UNL     1       0.816   0.993  -1.512  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    6    9
CONECT    6    7   30
CONECT    7    8    8   26
CONECT    8    9   10
CONECT   10   11   31   32
CONECT   11   12   33   34
CONECT   12   13   26
CONECT   13   14   19   35
CONECT   14   15   15   16
CONECT   16   17   18   36
CONECT   17   18   37   38
CONECT   18   39   40
CONECT   19   20   20   24
CONECT   20   21   41
CONECT   21   22   22   42
CONECT   22   23   43
CONECT   23   24   24   44
CONECT   24   25
CONECT   26   45   46
END

HMDB0243743
     RDKit          3D
(S)-Prasugrel
 46 49  0  0  0  0  0  0  0  0999 V2000
    7.6432    0.6271    0.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1750    0.4608    0.5429 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4912    1.4174    0.9772 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5176   -0.7263    0.2428 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1396   -0.8904    0.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1325   -0.6433   -0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8734   -0.8921   -0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7154   -1.3642    1.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3147   -1.4523    1.7831 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313   -1.6530    1.7077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190   -0.4401    1.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3844   -0.0469    0.0047 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5042    0.3573   -0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2300    1.5627   -0.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3080    1.7629   -0.9361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8083    2.5382    0.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2312    3.9745    0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9308    3.2084    1.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5091   -0.7122   -1.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3095   -1.5448   -2.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2066   -2.5494   -2.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3249   -2.7617   -1.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4921   -1.9093   -0.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6104   -0.9003   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8801   -0.1085    0.7816 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.5643   -0.7283   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0941    0.9959    1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8477    1.3225   -0.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0831   -0.3813    0.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4133   -0.2554   -1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3954   -1.6671    2.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0042   -2.5776    1.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1400    0.3657    2.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5230   -0.6817    1.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1305    0.6390   -1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8579    2.4211    1.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4948    4.7509    0.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7672    4.1608   -0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9625    2.8661    1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6968    3.5648    2.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4305   -1.4171   -2.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0156   -3.1819   -3.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0406   -3.5585   -1.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3886   -2.0795    0.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7623   -0.1302   -1.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1984   -1.7425   -1.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 13 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 12 26  1  0
  9  5  1  0
 18 16  1  0
 24 19  1  0
 26  7  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 26 45  1  0
 26 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-[2-Cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl acetic acid	Generator
CS-747	HMDB
747, CS	MeSH, HMDB
HCL, Prasugrel	MeSH, HMDB
Prasugrel HCL	MeSH, HMDB
Effient	MeSH, HMDB
Hydrochloride, prasugrel	MeSH, HMDB
Prasugrel hydrochloride	MeSH, HMDB
Efient	MeSH, HMDB
Prasugrel	MeSH

Chemical Formula

C₂₀H₂₀FNO₃S

Average Molecular Weight

373.441

Monoisotopic Molecular Weight

373.114792406

IUPAC Name

5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4H,5H,6H,7H-thieno[3,2-c]pyridin-2-yl acetate

Traditional Name

prasugrel

CAS Registry Number

150322-43-3

SMILES

CC(=O)OC1=CC2=C(CCN(C2)C(C(=O)C2CC2)C2=CC=CC=C2F)S1

InChI Identifier

InChI=1S/C20H20FNO3S/c1-12(23)25-18-10-14-11-22(9-8-17(14)26-18)19(20(24)13-6-7-13)15-4-2-3-5-16(15)21/h2-5,10,13,19H,6-9,11H2,1H3

InChI Key

DTGLZDAWLRGWQN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thienopyridines. These are heterocyclic compounds containing a thiophene ring fused to a pyridine ring. Thiophene is 5-membered ring consisting of four carbon atoms and one sulfur atom. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Thienopyridines

Sub Class

Not Available

Direct Parent

Thienopyridines

Alternative Parents

Substituents

Thienopyridine
2,3,5-trisubstituted thiophene
Halobenzene
Fluorobenzene
Aralkylamine
Pyridine
Aryl fluoride
Aryl halide
Benzenoid
Monocyclic benzene moiety
Thiophene
Alpha-aminoketone
Heteroaromatic compound
Tertiary aliphatic amine
Amino acid or derivatives
Ketone
Tertiary amine
Carboxylic acid ester
Carboxylic acid derivative
Azacycle
Monocarboxylic acid or derivatives
Organonitrogen compound
Organooxygen compound
Amine
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organofluoride
Organic oxygen compound
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tertiary amino compound (CHEBI:87723 )
acetate ester (CHEBI:87723 )
cyclopropanes (CHEBI:87723 )
ketone (CHEBI:87723 )
monofluorobenzenes (CHEBI:87723 )
thienopyridine (CHEBI:87723 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0024 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0024 g/L	ALOGPS
logP	3.67	ALOGPS
logP	4.31	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	14.25	ChemAxon
pKa (Strongest Basic)	5.48	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	46.61 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	96.81 m³·mol⁻¹	ChemAxon
Polarizability	37.7 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	173.189	30932474
DeepCCS	[M-H]-	170.831	30932474
DeepCCS	[M-2H]-	205.213	30932474
DeepCCS	[M+Na]+	180.205	30932474
AllCCS	[M+H]+	186.3	32859911
AllCCS	[M+H-H2O]+	183.6	32859911
AllCCS	[M+NH4]+	188.8	32859911
AllCCS	[M+Na]+	189.5	32859911
AllCCS	[M-H]-	187.7	32859911
AllCCS	[M+Na-2H]-	187.5	32859911
AllCCS	[M+HCOO]-	187.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prasugrel	CC(=O)OC1=CC2=C(CCN(C2)C(C(=O)C2CC2)C2=CC=CC=C2F)S1	3690.5	Standard polar	33892256
Prasugrel	CC(=O)OC1=CC2=C(CCN(C2)C(C(=O)C2CC2)C2=CC=CC=C2F)S1	2716.9	Standard non polar	33892256
Prasugrel	CC(=O)OC1=CC2=C(CCN(C2)C(C(=O)C2CC2)C2=CC=CC=C2F)S1	2764.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prasugrel,1TMS,isomer #1	CC(=O)OC1=CC2=C(CCN(C(C(O[Si](C)(C)C)=C3CC3)C3=CC=CC=C3F)C2)S1	2886.6	Semi standard non polar	33892256
Prasugrel,1TMS,isomer #1	CC(=O)OC1=CC2=C(CCN(C(C(O[Si](C)(C)C)=C3CC3)C3=CC=CC=C3F)C2)S1	2658.1	Standard non polar	33892256
Prasugrel,1TMS,isomer #1	CC(=O)OC1=CC2=C(CCN(C(C(O[Si](C)(C)C)=C3CC3)C3=CC=CC=C3F)C2)S1	3508.5	Standard polar	33892256
Prasugrel,1TMS,isomer #2	CC(=O)OC1=CC2=C(CCN(C(=C(O[Si](C)(C)C)C3CC3)C3=CC=CC=C3F)C2)S1	2963.7	Semi standard non polar	33892256
Prasugrel,1TMS,isomer #2	CC(=O)OC1=CC2=C(CCN(C(=C(O[Si](C)(C)C)C3CC3)C3=CC=CC=C3F)C2)S1	2674.9	Standard non polar	33892256
Prasugrel,1TMS,isomer #2	CC(=O)OC1=CC2=C(CCN(C(=C(O[Si](C)(C)C)C3CC3)C3=CC=CC=C3F)C2)S1	3479.6	Standard polar	33892256
Prasugrel,1TBDMS,isomer #1	CC(=O)OC1=CC2=C(CCN(C(C(O[Si](C)(C)C(C)(C)C)=C3CC3)C3=CC=CC=C3F)C2)S1	3111.4	Semi standard non polar	33892256
Prasugrel,1TBDMS,isomer #1	CC(=O)OC1=CC2=C(CCN(C(C(O[Si](C)(C)C(C)(C)C)=C3CC3)C3=CC=CC=C3F)C2)S1	2845.8	Standard non polar	33892256
Prasugrel,1TBDMS,isomer #1	CC(=O)OC1=CC2=C(CCN(C(C(O[Si](C)(C)C(C)(C)C)=C3CC3)C3=CC=CC=C3F)C2)S1	3612.1	Standard polar	33892256
Prasugrel,1TBDMS,isomer #2	CC(=O)OC1=CC2=C(CCN(C(=C(O[Si](C)(C)C(C)(C)C)C3CC3)C3=CC=CC=C3F)C2)S1	3173.7	Semi standard non polar	33892256
Prasugrel,1TBDMS,isomer #2	CC(=O)OC1=CC2=C(CCN(C(=C(O[Si](C)(C)C(C)(C)C)C3CC3)C3=CC=CC=C3F)C2)S1	2884.8	Standard non polar	33892256
Prasugrel,1TBDMS,isomer #2	CC(=O)OC1=CC2=C(CCN(C(=C(O[Si](C)(C)C(C)(C)C)C3CC3)C3=CC=CC=C3F)C2)S1	3584.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Prasugrel GC-MS (Non-derivatized) - 70eV, Positive	splash10-03xu-5292000000-363487adeda2803edf87	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prasugrel GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prasugrel GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prasugrel , positive-QTOF	splash10-056s-2945000000-7653802e8e3994dc55bc	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prasugrel 10V, Positive-QTOF	splash10-02mi-3109000000-5df287f035db2dd8d72e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prasugrel 20V, Positive-QTOF	splash10-014i-9012000000-4c525511fe781201418c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prasugrel 40V, Positive-QTOF	splash10-014l-9110000000-e5719df9692a6db2952d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prasugrel 10V, Negative-QTOF	splash10-05fr-4009000000-9044e8f3f643c0735a0a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prasugrel 20V, Negative-QTOF	splash10-0ab9-9148000000-99e7e9c97dd6cac360ac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prasugrel 40V, Negative-QTOF	splash10-0596-9280000000-6aa7847fbc28ebfd9358	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prasugrel 10V, Positive-QTOF	splash10-00di-0009000000-bb206404d6ff5af644df	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prasugrel 20V, Positive-QTOF	splash10-00di-0109000000-7d582aadd109615619c5	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prasugrel 40V, Positive-QTOF	splash10-0006-9686000000-987d0f1a8e56ddbd1409	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prasugrel 10V, Negative-QTOF	splash10-00di-0029000000-3ab5ac4bd79d4c163f1e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prasugrel 20V, Negative-QTOF	splash10-03e9-3093000000-d1df9adedf463fa6bb3f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prasugrel 40V, Negative-QTOF	splash10-001i-1090000000-8ba5bc2b26647101aa32	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB06209	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB06209	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5293653

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6918456

PDB ID

Not Available

ChEBI ID

87723

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Dovlatova NL, Jakubowski JA, Sugidachi A, Heptinstall S: The reversible P2Y antagonist cangrelor influences the ability of the active metabolites of clopidogrel and prasugrel to produce irreversible inhibition of platelet function. J Thromb Haemost. 2008 Jul;6(7):1153-9. doi: 10.1111/j.1538-7836.2008.03020.x. Epub 2008 Jul 1. [PubMed:18485086 ]
Tagarakis GI: Ticagrelor and prasugrel: two novel, most-promising antiplatelet agents. Recent Pat Cardiovasc Drug Discov. 2010 Nov;5(3):208-11. [PubMed:20874669 ]
Jeong YH, Tantry US, Gurbel PA: Importance of potent P2Y(12) receptor blockade in acute myocardial infarction: focus on prasugrel. Expert Opin Pharmacother. 2012 Aug;13(12):1771-96. doi: 10.1517/14656566.2012.704909. Epub 2012 Jul 12. [PubMed:22783896 ]
Angiolillo DJ: The evolution of antiplatelet therapy in the treatment of acute coronary syndromes: from aspirin to the present day. Drugs. 2012 Nov 12;72(16):2087-116. doi: 10.2165/11640880-000000000-00000. [PubMed:23083110 ]

Showing metabocard for Prasugrel (HMDB0015625)

MOL for HMDB0015625 (Prasugrel)

3D MOL for HMDB0015625 (Prasugrel)

3D SDF for HMDB0015625 (Prasugrel)

3D-SDF for HMDB0015625 (Prasugrel)

PDB for HMDB0015625 (Prasugrel)

3D PDB for HMDB0015625 (Prasugrel)

SMILES for HMDB0015625 (Prasugrel)

INCHI for HMDB0015625 (Prasugrel)

Structure for HMDB0015625 (Prasugrel)

3D Structure for HMDB0015625 (Prasugrel)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra