(S)-2-((S)-1-((S)-2-((S)-1-((6S,9S,12S,15S,18S)-15-((1H-imidazol-4-yl)methyl)-1-amino-18-(4-aminobutyl)-6-((S)-1-((2S,5S,8S,11S,14S,17S)-17,21-diamino-5-(3-amino-3-oxopropyl)-2,8,11-tris(3-guanidinopropyl)-14-methyl-4,7,10,13,16-pentaoxo-3,6,9,12,15-pentaazahenicosane)pyrrolidine-2-carboxamido)-12-(hydroxymethyl)-1-imino-9-isobutyl-7,10,13,16,19-pentaoxo-2,8,11,14,17,20-hexaazadocosane)pyrrolidine-2-carboxamido)-4-(methylthio)butanoyl)pyrrolidine-2-carboxamido)-3-phenylpropanoic acid

ID: ALA4744011

PubChem CID: 162647099

Max Phase: Preclinical

Molecular Formula: C90H152N34O20S

Molecular Weight: 2062.49

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CSCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](C)NC(=O)[C@@H](N)CCCCN)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)O

Standard InChI: InChI=1S/C90H152N34O20S/c1-50(2)43-62(78(135)121-65(48-125)80(137)119-63(45-53-46-103-49-109-53)79(136)112-55(22-9-11-34-92)73(130)108-47-70(127)122-39-16-27-66(122)81(138)117-61(32-42-145-4)85(142)124-41-18-29-68(124)83(140)120-64(86(143)144)44-52-19-6-5-7-20-52)118-76(133)58(25-14-37-106-89(99)100)115-82(139)67-28-17-40-123(67)84(141)60(26-15-38-107-90(101)102)116-77(134)59(30-31-69(94)126)114-75(132)57(24-13-36-105-88(97)98)113-74(131)56(23-12-35-104-87(95)96)111-71(128)51(3)110-72(129)54(93)21-8-10-33-91/h5-7,19-20,46,49-51,54-68,125H,8-18,21-45,47-48,91-93H2,1-4H3,(H2,94,126)(H,103,109)(H,108,130)(H,110,129)(H,111,128)(H,112,136)(H,113,131)(H,114,132)(H,115,139)(H,116,134)(H,117,138)(H,118,133)(H,119,137)(H,120,140)(H,121,135)(H,143,144)(H4,95,96,104)(H4,97,98,105)(H4,99,100,106)(H4,101,102,107)/t51-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-/m0/s1

Standard InChI Key: CYQYBXRQNHZQGK-WJEUDXBVSA-N

Molfile:

 
     RDKit          2D

145149  0  0  0  0  0  0  0  0999 V2000
   24.6115  -12.1284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8998  -11.7159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1611  -12.0916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0323  -12.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6160  -13.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4051  -14.2882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9889  -14.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7838  -14.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3676  -15.2407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1624  -15.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7463  -15.6093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5453  -15.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7563  -14.5994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1291  -15.9780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7737  -15.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9747  -15.8778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7637  -16.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3475  -17.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1324  -18.0556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3375  -18.2707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7162  -18.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9689  -16.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3850  -16.3082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5860  -16.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3709  -17.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9547  -17.9020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0022  -15.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2174  -15.1405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6336  -14.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8446  -13.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2649  -13.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3937  -12.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6592  -11.9886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0754  -12.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4470  -13.3069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8346  -14.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2548  -14.1881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4558  -14.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2407  -15.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8245  -15.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6135  -16.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1974  -17.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9822  -17.9596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8721  -13.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0872  -13.0204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5034  -12.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7188  -12.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1066  -12.1406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1914  -11.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4370  -10.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8840  -11.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2965  -12.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9631  -13.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4477  -13.7327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1144  -14.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5949  -15.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4171  -15.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9019  -15.7331    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.5684  -16.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2921  -14.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9545  -15.3263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1486  -15.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0638  -16.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8181  -16.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3670  -16.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5364  -14.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7374  -15.1608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1577  -14.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3587  -14.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7749  -14.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9801  -14.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3962  -13.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6114  -13.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4063  -12.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9900  -13.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3688  -13.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7849  -13.1942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1678  -13.5670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7515  -14.1507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8074  -13.9066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1409  -13.1522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5464  -13.4996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0772  -14.0304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6235  -15.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2074  -16.1506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7537  -17.6869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3576  -16.2507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4151  -13.2740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2185  -13.0343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8469  -12.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4266  -11.7159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8998  -10.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1840  -10.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1840   -9.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4682   -9.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7524   -9.6536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0408   -9.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3250   -9.6536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0408   -8.4161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6115  -10.4785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6115   -9.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3273   -9.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3273   -8.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6115   -8.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6115   -7.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3273   -6.7663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8998   -6.7663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0431   -9.6536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7547   -9.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4705   -9.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1822   -9.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1822   -8.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8980   -8.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8980   -7.1787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6137   -6.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3295   -7.1787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6137   -5.9413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4705  -10.4785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1822  -10.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1822  -11.7159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4705  -12.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7547  -11.7159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0431  -12.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0431  -12.9532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7547  -13.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4705  -12.9532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7547  -14.1906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8980  -12.1284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6137  -11.7159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3295  -12.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3295  -12.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0412  -11.7159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7570  -12.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4686  -11.7159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4686  -10.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1844  -10.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9002  -10.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6160  -10.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3277  -10.8910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1844  -12.1284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7570  -12.9532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6137  -10.8910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8980  -10.4785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7547   -8.4161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8998   -9.2411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  6
  5  6  1  0
  7  6  1  1
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  7 15  1  0
 15 16  1  0
 17 16  1  1
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 17 22  1  0
 22 23  1  0
 24 23  1  1
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 29 28  1  6
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 31 35  1  0
 29 36  1  0
 36 37  1  0
 38 37  1  1
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 38 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 48 52  1  0
 52 53  1  6
 53 54  1  0
 55 54  1  1
 55 56  1  0
 56 57  1  0
 57 58  1  0
 58 59  1  0
 55 60  1  0
 60 61  1  0
 61 62  1  0
 62 63  1  0
 63 64  1  0
 64 65  1  0
 61 65  1  0
 62 66  1  1
 66 67  1  0
 68 67  1  1
 68 69  1  0
 69 70  1  0
 70 71  2  0
 71 72  1  0
 72 73  2  0
 73 74  1  0
 74 75  2  0
 70 75  1  0
 68 76  1  0
 76 77  1  0
 76 78  2  0
 66 79  2  0
 60 80  2  0
 53 81  2  0
 47 82  2  0
 44 83  2  0
 36 84  2  0
 27 85  2  0
 22 86  2  0
 15 87  2  0
  5 88  2  0
  4 89  1  0
 89 90  1  0
 90 91  1  0
  3 91  1  0
  2 92  1  0
 92 93  1  0
 93 94  1  0
 94 95  1  0
 95 96  1  0
 96 97  1  0
 97 98  1  0
 97 99  2  0
 92100  1  6
100101  1  0
101102  1  0
102103  1  0
103104  1  0
104105  1  0
105106  1  0
105107  2  0
102108  1  6
108109  1  0
109110  1  0
110111  1  0
111112  1  0
112113  1  0
113114  1  0
114115  1  0
115116  1  0
115117  2  0
110118  1  6
118119  1  0
119120  1  0
120121  1  0
121122  1  0
122123  1  0
123124  1  0
124125  1  0
125126  1  0
125127  2  0
120128  1  1
128129  1  0
129130  1  0
130131  1  1
130132  1  0
132133  1  0
133134  1  0
134135  1  0
135136  1  0
136137  1  0
137138  1  0
138139  1  0
134140  1  6
133141  2  0
129142  2  0
119143  2  0
109144  2  0
101145  2  0
M  END

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

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: 2062.49	Molecular Weight (Monoisotopic): 2061.1643	AlogP: ┄	#Rotatable Bonds: ┄
Polar Surface Area: ┄	Molecular Species: ┄	HBA: ┄	HBD: ┄
#RO5 Violations: ┄	HBA (Lipinski): ┄	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: ┄	CX LogP: ┄	CX LogD: ┄
Aromatic Rings: ┄	Heavy Atoms: ┄	QED Weighted: ┄	Np Likeness Score: ┄

References

1. Fischer C,Lamer T,Fernandez K,Gheblawi M,Wang W,Pascoe C,Lambkin G,Iturrioz X,Llorens-Cortes C,Oudit GY,Vederas JC. (2020) Optimizing PEG-Extended Apelin Analogues as Cardioprotective Drug Leads: Importance of the KFRR Motif and Aromatic Head Group for Improved Physiological Activity., 63 (20): [PMID:33001648] [10.1021/acs.jmedchem.0c01395]

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source