(S)-4-amino-5-((S)-1-((S)-1-((S)-1-((9R,13R,16S,18aS,23aR)-13-((5S,8S,11S,14S,17S)-1-amino-14-(4-hydroxybenzyl)-11-isobutyl-8-isopropyl-5-(mercaptomethyl)-19-methyl-1,4,7,10,13,16-hexaoxo-3,6,9,12,15-pentaazaicosan-17-ylcarbamoyl)-16-(2-carboxyethyl)-5,8,15,18,23-pentaoxodocosahydrodipyrrolo[2,1-i:2',1'-l][1,4,7,10,13,16]thiapentaazacyclononadecin-9-ylamino)-1-oxo-3-phenylpropan-2-ylamino)-5-guanidino-1-oxopentan-2-ylamino)-3-(1H-indol-3-yl)-1-oxopropan-2-ylamino)-5-oxopentanoic acid

ID: ALA4206878

PubChem CID: 145976174

Max Phase: Preclinical

Molecular Formula: C85H121N21O21S2

Molecular Weight: 1837.16

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@@H]1CSC[C@H](NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@@H](N)CCC(=O)O)C(=O)NCC(=O)N2CCC[C@@H]2C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCC(=O)O)C(=O)N1)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(=O)N[C@H](CS)C(=O)NCC(N)=O)C(C)C

Standard InChI:  InChI=1S/C85H121N21O21S2/c1-44(2)33-56(76(119)100-59(36-48-22-24-50(107)25-23-48)77(120)97-57(34-45(3)4)80(123)104-70(46(5)6)83(126)101-61(41-128)72(115)92-39-66(87)108)98-81(124)63-43-129-42-62(73(116)93-40-67(109)105-31-14-21-65(105)84(127)106-32-13-20-64(106)82(125)95-55(75(118)103-63)27-29-69(112)113)102-78(121)58(35-47-15-8-7-9-16-47)99-74(117)54(19-12-30-90-85(88)89)94-79(122)60(96-71(114)52(86)26-28-68(110)111)37-49-38-91-53-18-11-10-17-51(49)53/h7-11,15-18,22-25,38,44-46,52,54-65,70,91,107,128H,12-14,19-21,26-37,39-43,86H2,1-6H3,(H2,87,108)(H,92,115)(H,93,116)(H,94,122)(H,95,125)(H,96,114)(H,97,120)(H,98,124)(H,99,117)(H,100,119)(H,101,126)(H,102,121)(H,103,118)(H,104,123)(H,110,111)(H,112,113)(H4,88,89,90)/t52-,54-,55-,56-,57-,58-,59-,60-,61+,62-,63-,64-,65+,70-/m0/s1

Standard InChI Key:  TUOJXONOSRXZRD-YFPKOZQASA-N

Molfile:  

     RDKit          2D

129135  0  0  0  0  0  0  0  0999 V2000
    4.9616   -4.1276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5350   -4.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9217   -5.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4952   -6.2692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8819   -6.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7058   -7.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1228   -7.7613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9297   -7.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3571   -8.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1598   -8.5291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5838   -9.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3871   -9.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7873  -10.0215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6307  -10.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0174  -10.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8591  -10.8239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2147  -11.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7664  -12.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1218  -12.9942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9529  -13.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5403  -12.5727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3388  -12.7981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9882  -12.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9791  -11.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6507  -10.9979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6477  -10.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3394   -9.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3102   -8.8894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0018   -8.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7416   -8.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4412   -8.4213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1637   -8.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8649   -8.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5856   -8.7799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2868   -8.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0076   -8.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7122   -8.3203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4294   -8.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1342   -8.2872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8515   -8.6850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5560   -8.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5383   -7.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2395   -7.0122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2251   -6.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5001   -5.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4840   -4.9706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7615   -4.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7411   -3.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0239   -3.3597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4457   -3.3265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7998   -6.2229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9264   -5.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9059   -4.9418    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.8176   -7.0453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2734   -8.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9808   -8.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2973   -9.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1163   -7.4692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4499   -9.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1680   -9.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6616   -9.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1885  -10.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0280   -9.5726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2724   -7.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9693   -7.1071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6944   -7.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3957   -7.0740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3752   -6.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0781   -5.8251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6561   -5.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9532   -6.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8470   -7.5666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1841   -9.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9048  -10.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3923   -9.7313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9192  -10.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7647   -9.6581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9753   -7.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2375   -7.2390    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.0570  -10.1017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8877   -9.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1918  -10.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4539   -9.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7638  -10.2743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4289   -9.0002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2228  -11.0429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6941  -12.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4686  -13.5423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6360  -13.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3361  -11.7533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0788  -13.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3343  -14.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7455  -13.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9219  -12.2002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5672  -11.4592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0571   -9.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8466   -8.5726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1369   -9.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5235  -10.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3636  -10.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7475  -11.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3282  -12.1664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4852  -12.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1014  -11.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8900   -9.2158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3756   -7.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9730   -6.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4155   -5.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0289   -4.8956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4510   -4.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2986   -4.2091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714   -3.4655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1455   -6.3075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4359   -7.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6163   -7.6811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1483   -7.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3518   -7.2431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3167   -8.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1203   -8.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2586   -9.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6350   -9.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8519   -9.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6960   -8.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7651   -5.5828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6917   -4.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3111   -4.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4681   -4.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0413   -4.7715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -3.3156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 21 22  1  0
 22 23  1  0
 23 24  1  6
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 48 50  2  0
 45 51  2  0
 44 52  1  1
 52 53  1  0
 42 54  2  0
 41 55  1  6
 55 56  1  0
 55 57  1  0
 39 58  2  0
 38 59  1  6
 59 60  1  0
 60 61  1  0
 60 62  1  0
 36 63  2  0
 35 64  1  1
 64 65  1  0
 66 65  2  0
 67 66  1  0
 68 67  2  0
 68 69  1  0
 70 68  1  0
 71 70  2  0
 65 71  1  0
 33 72  2  0
 32 73  1  6
 73 74  1  0
 74 75  1  0
 74 76  1  0
 30 77  2  0
 29 78  1  1
 78 79  1  0
 27 80  2  0
 26 81  1  1
 81 82  1  0
 82 83  1  0
 83 84  2  0
 83 85  1  0
 24 86  2  0
 23 87  1  0
 88 87  1  0
 89 88  1  0
 89 22  1  0
 21 90  2  0
 20 91  1  0
 92 91  1  0
 93 92  1  0
 93 19  1  0
 18 94  2  0
 15 95  2  0
 14 96  1  1
 12 97  2  0
 11 98  1  6
 98 99  1  0
100 99  2  0
101100  1  0
102101  2  0
103102  1  0
104103  2  0
 99104  1  0
  9105  2  0
  8106  1  1
106107  1  0
107108  1  0
108109  1  0
109110  1  0
110111  1  0
110112  2  0
  6113  2  0
  5114  1  6
114115  1  0
116115  2  0
117116  1  0
118117  1  0
119118  2  0
115119  1  0
120119  1  0
121120  2  0
122121  1  0
123122  2  0
118123  1  0
  3124  2  0
  2125  1  6
125126  1  0
126127  1  0
127128  2  0
127129  1  0
 96 79  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4206878

   ---

Molecule Features

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: 1837.16

Molecular Weight (Monoisotopic): 1835.8487

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. Yang D, Qin W, Shi X, Zhu B, Xie M, Zhao H, Teng B, Wu Y, Zhao R, Yin F, Ren P, Liu L, Li Z..  (2018)  Stabilized β-Hairpin Peptide Inhibits Insulin Degrading Enzyme.,  61  (18): [PMID:30148634] [10.1021/acs.jmedchem.8b00418]

Source

Source(1):

• Scientific Literature