(S)-4-((S)-1-acetylpyrrolidine-2-carboxamido)-5-((2S,4R)-2-((2S,3R)-1-((S)-1-((S)-2-((S)-2-((S)-1-((S)-1-amino-4-carboxy-1-oxobutan-2-ylamino)-4-carboxy-1-oxobutan-2-ylcarbamoyl)pyrrolidine-1-carbonyl)pyrrolidin-1-yl)-1-oxopropan-2-ylamino)-3-hydroxy-1-oxobutan-2-ylcarbamoyl)-4-((E)-(5-(benzo[d]thiazol-2-yl)furan-2-yl)methyleneaminooxy)pyrrolidin-1-yl)-5-oxopentanoic acid

ID: ALA1946259

PubChem CID: 57390696

Max Phase: Preclinical

Molecular Formula: C56H72N12O19S

Molecular Weight: 1249.32

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(=O)O)C(=O)N1C[C@H](O/N=C/c2ccc(-c3nc4ccccc4s3)o2)C[C@H]1C(=O)N[C@H](C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(N)=O)[C@@H](C)O

Standard InChI:  InChI=1S/C56H72N12O19S/c1-28(54(83)67-24-8-12-39(67)56(85)66-23-7-11-38(66)50(80)61-35(16-20-44(73)74)48(78)60-34(47(57)77)15-19-43(71)72)59-52(82)46(29(2)69)64-51(81)40-25-32(87-58-26-31-14-18-41(86-31)53-63-33-9-4-5-13-42(33)88-53)27-68(40)55(84)36(17-21-45(75)76)62-49(79)37-10-6-22-65(37)30(3)70/h4-5,9,13-14,18,26,28-29,32,34-40,46,69H,6-8,10-12,15-17,19-25,27H2,1-3H3,(H2,57,77)(H,59,82)(H,60,78)(H,61,80)(H,62,79)(H,64,81)(H,71,72)(H,73,74)(H,75,76)/b58-26+/t28-,29+,32+,34-,35-,36-,37-,38-,39-,40-,46-/m0/s1

Standard InChI Key:  JITNBTBZPFEXKB-HZWCKNTISA-N

Molfile:  

     RDKit          2D

 88 94  0  0  0  0  0  0  0  0999 V2000
    4.4411   -2.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7440   -4.0257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4535   -3.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1505   -2.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8738   -2.7509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1406   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1768   -4.0051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1906   -4.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6234   -4.8108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4797   -5.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9124   -5.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9224   -6.0634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5983   -6.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5413   -5.4621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3857   -6.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3548   -7.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2592   -6.5593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5298   -7.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0067   -6.8173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8135   -6.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8137   -5.2228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2447   -5.9298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2361   -7.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9332   -7.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6946   -7.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0726   -5.9044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5036   -6.6116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7625   -7.2933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3314   -6.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1108   -7.3370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5418   -8.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1490   -8.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3211   -8.7951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5800   -9.4768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7242   -5.8607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5520   -5.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5138   -4.4026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9448   -5.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9868   -6.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8146   -6.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2457   -7.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8528   -7.9515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0753   -7.2016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7206   -2.3698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2517   -3.9362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9331   -4.0346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2930   -3.5669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656   -4.7487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656   -3.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2944   -2.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5615   -3.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1705   -2.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1375   -3.5280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8409   -3.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5483   -2.7155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5483   -3.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8409   -4.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5483   -5.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5483   -5.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2517   -6.3778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8409   -6.3778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9405   -4.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6586   -5.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2298   -5.2784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3374   -4.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1326   -4.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5408   -4.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9981   -3.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4662   -5.6669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0038   -2.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2919   -2.3611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9798   -6.3332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3135   -7.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8271   -7.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0061   -7.7562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493   -8.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4155   -9.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0840   -8.5434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9641   -8.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2955   -8.3076    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7050   -9.5779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1199   -9.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3710   -8.7918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1741   -8.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270   -9.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4712  -10.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6687  -10.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7695   -5.0889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 41 42  2  0
 41 43  1  0
  1 44  1  1
  3  7  1  0
 11 12  1  0
 15 19  1  0
 22 26  1  0
 29 35  1  0
  1  3  1  0
  3  2  2  0
  1  4  1  0
  4  5  1  1
  4  6  1  0
  7  8  1  0
  8 11  1  0
 11  9  2  0
  8 10  1  6
 12 13  1  0
 13 15  1  6
 49 53  1  0
 56 45  1  0
 46 47  1  0
 47 49  1  1
 49 48  2  0
 47 50  1  0
 51 52  1  0
 52 50  1  0
 51 46  1  0
 53 54  1  0
 54 56  1  0
 56 55  2  0
 54 57  1  6
 57 58  1  0
 58 59  1  0
 59 60  2  0
 59 61  1  0
 15 14  2  0
 46 62  1  0
 13 16  1  0
 62 63  1  0
 17 18  1  0
 62 64  2  0
 45 65  1  0
 18 16  1  0
 17 12  1  0
 19 20  1  0
 20 22  1  6
 65 66  1  0
 66 67  1  0
 68 67  1  0
 68 45  1  0
 22 21  2  0
 66 69  1  1
 20 23  1  0
 68 70  1  6
 70 44  1  0
 24 25  1  0
 70 71  2  0
 25 23  1  0
 69 72  1  0
 24 19  1  0
 72 73  2  0
 27 26  1  6
 73 74  1  0
 74 75  1  0
 27 29  1  0
 29 28  2  0
 27 30  1  0
 30 31  1  0
 75 76  1  0
 76 77  2  0
 77 78  1  0
 78 74  2  0
 31 32  1  0
 76 79  1  0
 79 80  1  0
 32 33  2  0
 32 34  1  0
 80 83  1  0
 82 81  1  0
 81 79  2  0
 35 36  1  0
 36 38  1  0
 82 83  2  0
 38 37  2  0
 83 84  1  0
 36 39  1  6
 84 85  2  0
 39 40  1  0
 85 86  1  0
 40 41  1  0
 86 87  2  0
 87 82  1  0
 38 88  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1946259

   (4S)-4-[[(2S)-2-[[(2S)-1-[(2S)-1-[(2S)-2-[[(2S,3R)-2-[[(2S,4R)-1-[(2S)-2-[[(2S)-1-acetylpyrrolidine-2-carbonyl]amino]-4-carboxybutanoyl]-4-[(E)-[5-(1,3-benzothiazol-2-yl)furan-2-yl]methylideneamino]oxypyrrolidine-2-carbonyl]amino]-3-hydroxybutanoyl]amino]

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 1249.32

Molecular Weight (Monoisotopic): 1248.4757

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. Kim SE, Liu F, Im YJ, Stephen AG, Fivash MJ, Waheed AA, Freed EO, Fisher RJ, Hurley JH, Burke TR..  (2011)  Elucidation of New Binding Interactions with the Tumor Susceptibility Gene 101 (Tsg101) Protein Using Modified HIV-1 Gag-p6 Derived Peptide Ligands.,  2  (5): [PMID:21643473] [10.1021/ml1002579]

Source

Source(1):

• Scientific Literature