trans-(3S,6S,9S)-3-[[(2S)-2-[[(2S)-2-acetamido-3-phenyl-propanoyl]amino]-3-phenyl-propanoyl]amino]-N-[(1S)-1-[[(1S,2S)-1-[[(1S)-1-[(2S)-2-[[(1S)-5-amino-1-carbamoyl-pentyl]carbamoyl]pyrrolidine-1-carbonyl]-4-guanidino-butyl]carbamoyl]-2-methyl-butyl]carbamoyl]-4-guanidino-butyl]-6-(3-guanidinopropyl)-4,7-dioxo-14-oxa-5,8-diazabicyclo[13.2.2]nonadeca-1(18),11,15(19),16-tetraene-9-carboxamide

ID: ALA4202742

PubChem CID: 145976999

Max Phase: Preclinical

Molecular Formula: C70H105N21O12

Molecular Weight: 1432.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]1C/C=C/COc2ccc(cc2)C[C@H](NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc2ccccc2)NC(C)=O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(N)=O

Standard InChI:  InChI=1S/C70H105N21O12/c1-4-42(2)57(66(101)87-52(27-17-36-81-70(77)78)67(102)91-37-18-28-56(91)65(100)83-48(58(72)93)23-11-13-33-71)90-61(96)51(26-16-35-80-69(75)76)85-59(94)49-24-12-14-38-103-47-31-29-46(30-32-47)41-55(63(98)86-50(60(95)84-49)25-15-34-79-68(73)74)89-64(99)54(40-45-21-9-6-10-22-45)88-62(97)53(82-43(3)92)39-44-19-7-5-8-20-44/h5-10,12,14,19-22,29-32,42,48-57H,4,11,13,15-18,23-28,33-41,71H2,1-3H3,(H2,72,93)(H,82,92)(H,83,100)(H,84,95)(H,85,94)(H,86,98)(H,87,101)(H,88,97)(H,89,99)(H,90,96)(H4,73,74,79)(H4,75,76,80)(H4,77,78,81)/b14-12+/t42-,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-/m0/s1

Standard InChI Key:  AHFMFKCHYKSEKN-ROBPMZDNSA-N

Molfile:  

     RDKit          2D

103107  0  0  0  0  0  0  0  0999 V2000
   25.5603   -3.9937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8211   -3.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1674   -4.8869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1289   -4.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7806   -2.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3597   -2.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0511   -2.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0209   -1.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2877   -1.2038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5947   -1.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6248   -2.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3935   -3.6791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6971   -4.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9154   -2.9159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9579   -3.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7362   -4.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3005   -5.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0377   -5.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0679   -6.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3725   -6.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6395   -6.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6052   -5.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2673   -4.1930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5254   -3.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8763   -5.0729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8396   -4.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0824   -6.8576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1227   -7.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4223   -8.1226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8504   -8.0493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0970   -3.8714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4081   -4.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6262   -3.1000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6646   -3.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4470   -5.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7461   -5.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7828   -6.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9722   -4.3802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2329   -3.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5866   -5.2604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5441   -4.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7868   -7.0396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8293   -7.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1289   -8.3123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5547   -8.2355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8012   -4.0578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1160   -4.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3363   -3.2874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3731   -4.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1549   -5.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4547   -5.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4907   -6.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6801   -4.5600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9430   -4.1824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2909   -5.4424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2542   -4.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9005   -3.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1727   -2.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6050   -2.8969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5661   -2.0752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4969   -7.2270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5372   -8.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8368   -8.4963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2668   -8.4194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5113   -4.2452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8225   -4.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0407   -3.4736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0832   -4.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8628   -5.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1625   -5.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2014   -6.7780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1399   -3.1943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4760   -3.6895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7153   -3.3638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6172   -2.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7620   -1.3934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8623   -2.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2812   -2.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1831   -1.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8435   -0.7332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7489    0.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4135    0.5856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1977   -2.7133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3944   -4.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6192   -4.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1485   -5.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6372   -5.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4055   -5.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6017   -4.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3369   -5.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9078   -5.2702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4847   -2.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7498   -2.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7125   -1.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9785   -1.4066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2833   -1.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3268   -2.6867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0613   -3.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6402   -1.1550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5949   -3.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6941   -1.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4718   -2.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6870   -2.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4 12  1  0
 15 23  1  0
 26 31  1  0
 34 38  1  0
 41 46  1  0
 49 53  1  0
 56 65  1  0
 68 84  1  0
 73 74  1  0
 77 83  1  0
  2  1  1  6
  2  4  1  0
  4  3  2  0
  2  5  1  0
  5  7  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
 13 12  1  1
 13 15  1  0
 15 14  2  0
 13 16  1  0
 16 18  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 24 23  1  6
 24 26  1  0
 26 25  2  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 32 31  1  1
 32 34  1  0
 34 33  2  0
 32 35  1  0
 35 36  1  0
 36 37  1  0
 37 27  1  0
 38 39  1  0
 39 41  1  6
 41 40  2  0
 42 43  1  0
 43 44  1  0
 43 45  2  0
 47 46  1  1
 47 49  1  0
 49 48  2  0
 47 50  1  0
 50 51  1  0
 51 52  1  0
 52 42  1  0
 54 53  1  6
 54 56  1  0
 56 55  2  0
 54 57  1  0
 57 58  1  1
 57 59  1  0
 59 60  1  0
 61 62  1  0
 62 63  1  0
 62 64  2  0
 66 65  1  1
 66 68  1  0
 68 67  2  0
 66 69  1  0
 69 70  1  0
 70 71  1  0
 71 61  1  0
 85 73  1  1
 73 72  2  0
 74 75  1  0
 75 77  1  0
 77 76  2  0
 75 78  1  6
 78 79  1  0
 79 80  1  0
 80 81  1  0
 81 82  1  0
 84 85  1  0
 85 86  1  0
 86 87  1  0
 87 88  1  0
 88 84  1  0
  1 89  1  0
 89 90  1  0
 89 91  2  0
 24 92  1  0
 92 93  1  0
 93 94  2  0
 94 95  1  0
 95 96  2  0
 96 97  1  0
 97 98  2  0
 98 93  1  0
 96 99  1  0
 39100  1  0
 99101  1  0
101102  1  0
102103  2  0
103100  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4202742

   ---

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: 1432.74

Molecular Weight (Monoisotopic): 1431.8252

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. Fang WJ, Murray TF, Aldrich JV..  (2018)  Design, synthesis, and opioid activity of arodyn analogs cyclized by ring-closing metathesis involving Tyr(allyl).,  26  (6): [PMID:29273415] [10.1016/j.bmc.2017.11.029]

Source

Source(1):

• Scientific Literature