NA

ID: ALA4095870

PubChem CID: 137654809

Max Phase: Preclinical

Molecular Formula: C90H150N34O19S3

Molecular Weight: 2108.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]2CSCCC(=O)N3CN(CN(C3)C(=O)CCSC[C@H](NC(=O)[C@@H](N)CCCNC(=N)N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(C)C)C(=O)N3CCC[C@H]3C(=O)N2)C(=O)CCSC[C@@H](C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(=O)O)NC(=O)[C@H](CCCNC(=N)N)NC1=O

Standard InChI:  InChI=1S/C90H150N34O19S3/c1-48(2)37-60-78(135)110-58(21-13-32-107-90(101)102)76(133)119-65(80(137)112-57(20-12-31-106-89(99)100)75(132)117-63(85(142)143)40-51-41-108-54-17-8-7-15-52(51)54)43-145-35-26-70(127)122-45-121-46-123(47-122)71(128)27-36-146-44-66(81(138)111-55(18-10-29-104-87(95)96)73(130)113-59(77(134)114-60)23-24-68(92)125)120-83(140)67-22-14-33-124(67)84(141)62(39-50(5)6)116-74(131)56(19-11-30-105-88(97)98)109-79(136)61(38-49(3)4)115-82(139)64(42-144-34-25-69(121)126)118-72(129)53(91)16-9-28-103-86(93)94/h7-8,15,17,41,48-50,53,55-67,108H,9-14,16,18-40,42-47,91H2,1-6H3,(H2,92,125)(H,109,136)(H,110,135)(H,111,138)(H,112,137)(H,113,130)(H,114,134)(H,115,139)(H,116,131)(H,117,132)(H,118,129)(H,119,133)(H,120,140)(H,142,143)(H4,93,94,103)(H4,95,96,104)(H4,97,98,105)(H4,99,100,106)(H4,101,102,107)/t53-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-/m0/s1

Standard InChI Key:  SWAGMALDHAULQH-FEGNYBJTSA-N

Molfile:  

     RDKit          2D

146151  0  0  0  0  0  0  0  0999 V2000
   10.5267   -3.6347    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.0632   -9.0226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6323   -8.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4046   -1.7600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4276   -5.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0235   -6.5417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2025   -9.0041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8914   -6.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4958   -9.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6260   -6.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7467   -6.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4380   -3.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0149   -5.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6886   -1.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1916   -8.4725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7113   -7.7513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2464   -3.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6446  -10.3436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1260   -6.2558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5311  -11.9571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3132   -3.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0480   -2.4859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6399   -6.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4015   -1.3606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5611   -6.7441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9694   -3.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8977  -12.7225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8852   -3.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0503   -8.1956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4375   -4.9773    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1229   -1.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4923   -9.4824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6310   -9.8331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7090   -6.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2088   -9.5346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1259   -0.5274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2855   -7.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0824  -10.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3516   -9.0928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7214   -6.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1913  -11.4791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8926   -2.5159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0284   -3.7806    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.8002  -10.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2559   -1.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2308   -4.9865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0389   -8.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3582   -9.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1735   -6.5823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3468   -8.6031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1993   -8.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4847  -10.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3955   -3.0138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6016   -6.5648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6553   -5.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5901   -3.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0438   -6.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6351   -9.0397    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6341   -9.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7703  -10.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4909   -9.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1573   -3.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4831   -9.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0695   -9.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6711   -3.3814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7636   -9.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3941   -5.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9786   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5840   -4.7165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4932   -8.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7980   -7.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1530   -4.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9138   -9.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6855   -2.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3476   -9.8166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1102   -9.0440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9310   -5.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7797   -9.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9588   -4.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4771  -11.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5396  -12.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8249  -13.1983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2918   -5.3029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1884  -12.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2137   -9.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6632   -7.4229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0322   -3.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9201   -8.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4616  -12.7136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7888  -10.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9187   -8.9921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6823   -5.4134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4973   -7.7607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8131  -11.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2266  -10.2333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9403   -7.0923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3669   -7.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7314   -4.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1974   -7.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9725   -3.0086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2174   -5.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2142   -7.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2575  -13.1803    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4298   -5.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8918   -6.5808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7795   -8.9968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7410   -3.7294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8152   -5.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6259   -7.8687    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.0702   -8.5849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6416   -9.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5202   -6.3723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7754   -9.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9108   -8.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1778   -5.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5250   -7.5488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2076   -9.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8329   -1.7654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1319   -6.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7814   -5.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4833   -8.3062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9301   -9.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9042   -7.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4610   -3.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3469   -8.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9507   -7.4260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6231   -6.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9233   -7.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7668   -8.2530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0838  -10.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8640   -7.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9378  -10.2913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0968  -11.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7597   -7.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6131   -8.3445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3659  -10.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3817   -7.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1673   -3.7491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0715   -5.4158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6405   -7.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8882  -10.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4828   -8.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5459   -1.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7811   -9.4292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2258   -4.6891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5055   -5.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
142134  1  0
 57 97  1  0
 73114  1  1
 10 43  1  0
 24 14  1  0
 73111  1  0
 48  2  1  0
131 15  2  0
 20 81  1  0
 80 41  1  0
  5 34  1  0
100 26  1  0
 31  4  2  0
134 11  1  0
124107  1  0
  1 79  1  0
 52 80  1  0
107 87  1  0
 47 76  1  0
 39 64  1  0
 25 71  1  0
130133  1  0
 30  5  1  0
 56 21  1  0
 87 62  1  0
  6 13  1  0
 72 30  1  0
 13 92  1  0
 87 22  2  0
  8 49  1  0
105108  1  0
  8 54  2  0
 40112  2  0
 74 53  2  0
 47 16  2  0
 17 69  1  0
125 75  2  0
 94 20  1  0
  7 88  1  0
 99 19  1  0
138 28  1  0
  5119  2  0
 88 59  1  0
 85 91  1  0
111 18  2  0
 70  7  1  0
110106  1  0
 71 57  1  6
 14 74  1  0
107 98  1  0
 12  1  1  0
 68 45  1  0
 38 44  1  0
 91  3  1  0
141 60  1  0
 59 33  2  0
117 51  1  1
 55 69  1  6
 88128  1  1
 51123  1  0
 28 56  1  0
 41 84  1  0
122 58  1  0
 44 94  1  0
122132  2  0
 81 82  1  0
144  9  1  0
 55 67  1  0
  2 29  2  0
  9142  1  1
127126  1  0
 11  6  1  0
 48136  1  6
 78129  2  0
 45143  1  0
 59 50  1  0
 84 27  1  0
 34 86  1  0
136130  1  0
 81103  2  0
135 37  1  0
118 31  1  0
109 86  1  0
 40140  1  0
 35 73  1  0
 63 76  1  0
 64 38  1  6
104115  2  0
 84 89  2  0
138124  1  0
 66 60  1  0
 26 17  1  0
 67 25  1  0
 74100  1  0
 62 12  1  0
 61 35  1  0
106113  1  6
 63141  1  0
  9 85  1  0
 97127  1  0
143118  1  0
105 23  1  0
 32117  1  0
 77101  1  0
 37 47  1  0
130 90  1  0
 71131  1  0
 31 36  1  0
  3 10  1  1
102105  1  0
 76 66  1  0
113 52  1  0
 70 93  2  0
 17 65  2  0
  3125  1  0
 46104  1  0
 26 79  1  1
 78 32  1  0
 85 95  2  0
111 39  1  0
 61121  2  0
137 96  1  0
117122  1  0
128140  1  0
 28 42  2  0
 37102  1  1
 98 30  1  0
  2144  1  0
 55 77  1  0
125110  1  0
126 99  1  0
123  8  1  0
 72138  1  0
 67139  2  0
 66 61  1  6
140137  2  0
 13 83  2  0
 64 78  1  0
114109  1  0
131135  1  0
112120  1  0
115 40  1  0
 99116  2  0
 14 68  1  6
 96112  1  0
 21 43  1  0
120 46  2  0
 58 48  1  0
106 70  1  0
101145  1  0
101146  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095870

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 2108.61

Molecular Weight (Monoisotopic): 2107.0979

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. Middendorp SJ, Wilbs J, Quarroz C, Calzavarini S, Angelillo-Scherrer A, Heinis C..  (2017)  Peptide Macrocycle Inhibitor of Coagulation Factor XII with Subnanomolar Affinity and High Target Selectivity.,  60  (3): [PMID:28045547] [10.1021/acs.jmedchem.6b01548]

Source

Source(1):

• Scientific Literature