Your company account is blocked and you cannot place orders. If you have questions, please contact your company administrator.

(6S,9S,12S,15S,18S,21S,27S,30S,33S)-6-((1H-indol-3-yl)methyl)-1-((S)-1-((5S,8S,11S,14S)-5-amino-14-benzyl-8-(2-carboxyethyl)-11-(hydroxymethyl)-6,9,12-trioxo-2-thia-7,10,13-triazapentadecane)pyrrolidin-2-yl)-9-(2-amino-2-oxoethyl)-21-sec-butyl-18-(4-guanidinobutyl)-33-(3-guanidinopropyl)-12,27,30-triisobutyl-15-isopropyl-1,4,7,10,13,16,19,22,25,28,31-undecaoxo-2,5,8,11,14,17,20,23,26,29,32-undecaazatetratriacontan-34-oic acid

ID: ALA4227325

PubChem CID: 145969980

Max Phase: Preclinical

Molecular Formula: C88H140N24O21S

Molecular Weight: 1902.30

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H](CCCCNC(=N)N)NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CO)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H](N)CCSC)C(C)C)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O

Standard InChI:  InChI=1S/C88H140N24O21S/c1-12-50(10)72(83(129)99-44-69(116)100-59(36-46(2)3)76(122)105-60(37-47(4)5)77(123)104-58(86(132)133)27-20-33-96-88(93)94)111-75(121)56(26-18-19-32-95-87(91)92)103-84(130)71(49(8)9)110-80(126)61(38-48(6)7)106-79(125)63(41-67(90)114)107-78(124)62(40-52-42-97-55-25-17-16-24-53(52)55)101-68(115)43-98-82(128)66-28-21-34-112(66)85(131)64(39-51-22-14-13-15-23-51)108-81(127)65(45-113)109-74(120)57(29-30-70(117)118)102-73(119)54(89)31-35-134-11/h13-17,22-25,42,46-50,54,56-66,71-72,97,113H,12,18-21,26-41,43-45,89H2,1-11H3,(H2,90,114)(H,98,128)(H,99,129)(H,100,116)(H,101,115)(H,102,119)(H,103,130)(H,104,123)(H,105,122)(H,106,125)(H,107,124)(H,108,127)(H,109,120)(H,110,126)(H,111,121)(H,117,118)(H,132,133)(H4,91,92,95)(H4,93,94,96)/t50-,54-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,71-,72-/m0/s1

Standard InChI Key:  XBNFGEUHYGBDPE-CNDRSWSLSA-N

Molfile:  

     RDKit          2D

134137  0  0  0  0  0  0  0  0999 V2000
    2.9588  -25.1915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7501  -24.9795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3829  -23.6088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9622  -24.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3294  -25.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1208  -25.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7001  -25.9260    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.4914  -25.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7535  -23.9761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9655  -23.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3362  -23.5520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7569  -22.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3862  -22.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5983  -21.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0190  -21.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2310  -20.4435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2276  -21.4469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9689  -22.1814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7603  -21.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1275  -23.3400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3396  -22.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9723  -21.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7636  -20.9660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1309  -22.3366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7102  -22.9159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0687  -23.2420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4894  -22.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4982  -23.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8688  -24.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0775  -24.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8654  -25.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4447  -25.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2361  -25.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4481  -24.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6597  -21.8614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4081  -21.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1176  -22.7571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1176  -21.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3225  -20.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1115  -21.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5211  -20.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8271  -21.5282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5366  -21.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2461  -20.7089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2461  -21.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9556  -21.9378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6651  -21.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3746  -22.7571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3746  -21.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6651  -20.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1230  -20.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3746  -20.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6712  -20.0237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4602  -19.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2616  -19.3142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5147  -18.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9665  -17.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1652  -18.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9120  -18.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0841  -21.5282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7936  -21.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5031  -20.7089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5031  -21.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7936  -22.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5031  -23.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5031  -23.9859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2126  -22.7571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2126  -21.9378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9221  -21.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6316  -22.7571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6316  -21.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9221  -20.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6316  -20.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6316  -19.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3411  -20.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3411  -21.5282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0505  -21.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7600  -20.7089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7600  -21.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0505  -22.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7600  -23.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3411  -23.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4695  -21.9378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1790  -21.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8885  -22.7571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8885  -21.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1790  -20.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8885  -20.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8885  -19.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5980  -21.5282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3075  -21.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0170  -20.7089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0170  -21.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3075  -22.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0170  -23.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5980  -23.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5980  -23.9859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7265  -21.9378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4360  -21.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1455  -22.7571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1455  -21.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8550  -21.5282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5645  -21.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2740  -20.7089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2740  -21.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5645  -22.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2740  -23.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2740  -23.9859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9835  -22.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9835  -21.9378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6930  -21.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4025  -22.7571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4025  -21.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6930  -20.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4025  -20.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4025  -19.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1120  -20.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2405  -24.3956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2405  -25.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5310  -25.6244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9500  -25.6244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1120  -21.5282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8215  -21.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5310  -20.7089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5310  -21.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8215  -22.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5310  -23.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5310  -23.9859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2405  -21.9378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5980  -19.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5980  -18.2511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3075  -17.8415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0170  -18.2511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3075  -17.0223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  4  9  1  0
 12 18  1  0
 21 24  1  0
 27 35  1  0
 38 42  1  0
 45 46  1  0
 49 60  1  0
 63 68  1  0
 71 76  1  0
 79 83  1  0
 86 90  1  0
 93 98  1  0
101102  1  0
105110  1  0
113122  1  0
125129  1  0
  2  1  1  6
  2  4  1  0
  4  3  2  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
 10  9  1  1
 10 12  1  0
 12 11  2  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 19 18  1  1
 19 21  1  0
 21 20  2  0
 19 22  1  0
 22 23  1  0
 25 24  1  6
 25 27  1  0
 27 26  2  0
 25 28  1  0
 28 30  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 35 36  1  0
 36 38  1  1
 38 37  2  0
 36 39  1  0
 40 41  1  0
 41 39  1  0
 40 35  1  0
 42 43  1  0
 43 45  1  0
 45 44  2  0
 46 47  1  0
 47 49  1  0
 49 48  2  0
 47 50  1  1
 50 52  1  0
 51 52  2  0
 52 54  1  0
 53 51  1  0
 55 53  1  0
 54 55  2  0
 55 56  1  0
 56 57  2  0
 57 58  1  0
 58 59  2  0
 59 54  1  0
 60 61  1  0
 61 63  1  0
 63 62  2  0
 61 64  1  6
 64 65  1  0
 65 66  2  0
 65 67  1  0
 68 69  1  0
 69 71  1  0
 71 70  2  0
 69 72  1  1
 72 73  1  0
 73 74  1  0
 73 75  1  0
 76 77  1  0
 77 79  1  0
 79 78  2  0
 77 80  1  6
 80 81  1  0
 80 82  1  0
 83 84  1  0
 84 86  1  0
 86 85  2  0
 84 87  1  1
 87 88  1  0
 88 89  1  0
 90 91  1  0
 91 93  1  6
 93 92  2  0
 91 94  1  0
 94 95  1  1
 94 96  1  0
 96 97  1  0
 98 99  1  0
 99101  1  0
101100  2  0
102103  1  0
103105  1  0
105104  2  0
103106  1  6
106107  1  0
107108  1  0
107109  1  0
110111  1  0
111113  1  0
113112  2  0
111114  1  1
114115  1  0
115116  1  0
115117  1  0
118119  1  0
119120  1  0
119121  2  0
122123  1  0
123125  1  0
125124  2  0
123126  1  6
126127  1  0
127128  1  0
128118  1  0
 89130  1  0
130131  1  0
131132  1  0
132133  1  0
132134  2  0
M  END

Alternative Forms

  1. Parent:

    ALA4227325

    ---

Associated Targets(Human)

PCSK9 Tclin Subtilisin/kexin type 9 (362 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Biocomponents

Calculated Properties

Molecular Weight: 1902.30Molecular Weight (Monoisotopic): 1901.0346AlogP: #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. Pettersen D, Fjellström O..  (2018)  Small molecule modulators of PCSK9 - A literature and patent overview.,  28  (7): [PMID:29519739] [10.1016/j.bmcl.2018.02.046]
2. Ahamad S, Bhat SA..  (2022)  Recent Update on the Development of PCSK9 Inhibitors for Hypercholesterolemia Treatment.,  65  (23.0): [PMID:36446632] [10.1021/acs.jmedchem.2c01290]
3. Pettersen, Daniel D and Fjellström, Ola O.  2018-04-15  Small molecule modulators of PCSK9 - A literature and patent overview.  [PMID:29519739]
4. Xu, Shengtao S, Luo, Shanshan S, Zhu, Zheying Z and Xu, Jinyi J.  2019-01-15  Small molecules as inhibitors of PCSK9: Current status and future challenges.  [PMID:30448414]
5. Alleyne, Candice and 28 more authors.  2020-11-25  Series of Novel and Highly Potent Cyclic Peptide PCSK9 Inhibitors Derived from an mRNA Display Screen and Optimized via Structure-Based Design.  [PMID:33170686]

Source