(5S,8S,11S,14S,17S,20S,23S)-1-amino-23-((S)-1-((R)-1-((S)-2-((S)-2-((S)-2-((S)-2-amino-4-carboxybutanamido)-3-(1H-indol-3-yl)propanamido)-5-guanidinopentanamido)-3-phenylpropanoyl)pyrrolidine-2-carbonyl)pyrrolidine-2-carboxamido)-14-(4-hydroxybenzyl)-11,17-diisobutyl-8-isopropyl-5-(mercaptomethyl)-20-methyl-1,4,7,10,13,16,19,22-octaoxo-3,6,9,12,15,18,21-heptaazahexacosan-26-oic acid

ID: ALA4208119

PubChem CID: 145975010

Max Phase: Preclinical

Molecular Formula: C80H115N19O19S

Molecular Weight: 1678.98

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](C)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H]1CCCN1C(=O)[C@H]1CCCN1C(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H](N)CCC(=O)O)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/C80H115N19O19S/c1-42(2)34-55(72(111)94-57(36-47-23-25-49(100)26-24-47)73(112)93-56(35-43(3)4)75(114)97-66(44(5)6)77(116)96-60(41-119)69(108)87-40-63(82)101)91-67(106)45(7)88-70(109)54(28-30-65(104)105)90-76(115)61-21-14-32-98(61)79(118)62-22-15-33-99(62)78(117)59(37-46-16-9-8-10-17-46)95-71(110)53(20-13-31-85-80(83)84)89-74(113)58(92-68(107)51(81)27-29-64(102)103)38-48-39-86-52-19-12-11-18-50(48)52/h8-12,16-19,23-26,39,42-45,51,53-62,66,86,100,119H,13-15,20-22,27-38,40-41,81H2,1-7H3,(H2,82,101)(H,87,108)(H,88,109)(H,89,113)(H,90,115)(H,91,106)(H,92,107)(H,93,112)(H,94,111)(H,95,110)(H,96,116)(H,97,114)(H,102,103)(H,104,105)(H4,83,84,85)/t45-,51-,53-,54-,55-,56-,57-,58-,59-,60+,61-,62+,66-/m0/s1

Standard InChI Key:  QJWQQCINWLOVLQ-MPLVWLHTSA-N

Molfile:  

     RDKit          2D

119124  0  0  0  0  0  0  0  0999 V2000
   34.1004   -2.4660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1084   -3.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6965   -3.2988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4118   -3.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8196   -3.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8308   -4.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5461   -4.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5548   -5.7034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2428   -4.4723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4218   -4.5090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7217   -4.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4470   -6.1383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7317   -5.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0099   -4.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3414   -5.8176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3488   -5.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5659   -6.0596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5734   -4.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0914   -5.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2801   -5.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9569   -4.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4389   -3.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2502   -3.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0331   -6.1581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0431   -6.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6352   -6.9924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3464   -7.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7543   -7.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3545   -8.2011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6563   -8.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4296   -9.7213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6644   -9.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9811   -8.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0569   -8.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4057  -10.6537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7418  -11.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1326  -11.1281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1453  -11.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8602  -12.3379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5553  -11.9165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2857  -13.1268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2688  -12.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5425  -11.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8271  -10.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9691  -11.8939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6810  -12.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3650  -11.0507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6937  -13.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3779  -11.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0893  -12.2612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.7927  -11.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0625  -10.6366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.7738  -11.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5057  -12.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1966  -11.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9137  -12.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1862  -11.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4717  -10.6034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.4527   -9.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8692   -9.7614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.1562   -9.3685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7470   -9.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0230   -8.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7278   -8.5818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4282   -8.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4143   -7.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7025   -6.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0077   -7.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6834   -6.1404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.1403   -8.5561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.8365   -8.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1094   -6.9315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8206   -7.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5537   -8.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2476   -8.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9648   -8.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2342   -7.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5197   -6.8996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.5037   -6.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0873   -6.1156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.7843   -5.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1979   -5.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1808   -4.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9092   -6.0647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7716   -4.8820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.0522   -4.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7349   -3.2575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.0395   -3.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3551   -4.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6483   -4.5150    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.3254   -3.2792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.3095   -2.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8962   -2.4964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.5933   -2.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5774   -1.2615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0243  -10.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0376   -9.9545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2882   -9.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8088  -10.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2658  -10.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5051   -7.6446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6187   -7.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2813   -8.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8405   -9.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7239   -9.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4461  -12.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7715  -11.9449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1669  -12.4551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4654  -13.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2564  -13.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4567   -6.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1696   -7.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8720   -6.9327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5849   -7.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2873   -6.9147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5953   -8.1494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8150   -9.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1014   -9.4872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5167   -9.4664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4 10  1  0
 13 24  1  0
 27 29  1  0
 32 97  1  0
 36107  1  0
 38 39  1  0
 42 45  1  0
 49 50  1  0
 53 58  1  0
 61 70  1  0
 73 78  1  0
 81 85  1  0
 88 91  1  0
 94 95  1  0
  1  2  1  0
  2  4  1  0
  4  3  2  0
  2  5  1  1
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
 10 11  1  0
 11 13  1  0
 13 12  2  0
 11 14  1  6
 14 16  1  0
 15 16  2  0
 16 18  1  0
 17 15  1  0
 19 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 24 25  1  0
 25 27  1  0
 27 26  2  0
 25 28  1  1
 29 30  1  0
 30 32  1  0
 32 31  2  0
 30 33  1  6
 33 34  1  0
 96 36  1  1
 36 35  2  0
106 38  1  6
 38 37  2  0
 39 40  1  0
 40 42  1  0
 42 41  2  0
 40 43  1  1
 43 44  1  0
 45 46  1  0
 46 49  1  0
 49 47  2  0
 46 48  1  6
 50 51  1  0
 51 53  1  0
 53 52  2  0
 51 54  1  6
 54 55  1  0
 55 56  1  0
 55 57  1  0
 58 59  1  0
 59 61  1  0
 61 60  2  0
 59 62  1  1
 62 64  1  0
 63 64  2  0
 64 65  1  0
 65 66  2  0
 66 67  1  0
 67 68  2  0
 68 63  1  0
 67 69  1  0
 70 71  1  0
 71 73  1  0
 73 72  2  0
 71 74  1  6
 74 75  1  0
 75 76  1  0
 75 77  1  0
 78 79  1  0
 79 81  1  0
 81 80  2  0
 79 82  1  6
 82 83  1  0
 82 84  1  0
 85 86  1  0
 86 88  1  0
 88 87  2  0
 86 89  1  6
 89 90  1  0
 91 92  1  0
 92 94  1  0
 94 93  2  0
 96 97  1  0
 97 98  1  0
 98 99  1  0
 99100  1  0
100 96  1  0
 34101  2  0
101102  1  0
102103  2  0
103104  1  0
104105  2  0
105 34  1  0
106107  1  0
107108  1  0
108109  1  0
109110  1  0
110106  1  0
 28111  1  0
111112  1  0
112113  1  0
113114  1  0
114115  2  0
114116  1  0
 44117  1  0
117118  2  0
117119  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4208119

   ---

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: 1678.98

Molecular Weight (Monoisotopic): 1677.8337

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