(2S)-2-[[(2S,3R)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S,3R)-2-[[(2S)-2-amino-3-hydroxy-propanoyl]amino]-3-hydroxy-butanoyl]amino]-3-hydroxy-propanoyl]amino]-5-oxo-pentanoyl]amino]hexanoyl]amino]-3-hydroxy-propanoyl]amino]-3-methyl-pentanoyl]amino]-3-methyl-butanoyl]amino]propanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-hydroxy-butanoyl]amino]-4-methylsulfanyl-butanoic acid

ID: ALA5273921

Max Phase: Preclinical

Molecular Formula: C56H94N14O20S

Molecular Weight: 1315.51

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@@H](N)CO)[C@@H](C)O)C(=O)N[C@H](C(=O)N[C@@H](C)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@H](C(=O)N[C@@H](CCSC)C(=O)O)[C@@H](C)O)C(C)C

Standard InChI:  InChI=1S/C56H94N14O20S/c1-9-27(4)42(53(86)67-41(26(2)3)52(85)60-28(5)45(78)64-37(22-31-13-15-32(76)16-14-31)49(82)70-44(30(7)75)54(87)63-36(56(89)90)19-21-91-8)68-51(84)39(25-73)65-47(80)34(12-10-11-20-57)61-48(81)35(17-18-40(59)77)62-50(83)38(24-72)66-55(88)43(29(6)74)69-46(79)33(58)23-71/h13-16,26-30,33-39,41-44,71-76H,9-12,17-25,57-58H2,1-8H3,(H2,59,77)(H,60,85)(H,61,81)(H,62,83)(H,63,87)(H,64,78)(H,65,80)(H,66,88)(H,67,86)(H,68,84)(H,69,79)(H,70,82)(H,89,90)/t27-,28-,29+,30+,33-,34-,35-,36-,37-,38-,39-,41-,42-,43-,44-/m0/s1

Standard InChI Key:  RBLTWUZIFRZOSV-SQWMWQRLSA-N

Molfile:  

 
     RDKit          2D

 91 91  0  0  0  0  0  0  0  0999 V2000
   12.8631   -0.6183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1485   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1485    0.6183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4338   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4338   -1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1485   -1.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1485   -2.6798    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.8631   -3.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7192   -0.2061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0046   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0046   -1.4429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2899   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2899    0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5754    1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0046    1.0307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5754   -0.6183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8608   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8608    0.6183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1461   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1461   -1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8608   -1.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5754   -1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2899   -1.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2899   -2.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0046   -3.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5754   -3.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8608   -2.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4315   -0.2061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7169   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7169   -1.4429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0023   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0023    0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2877   -0.6183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5731   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5731    0.6183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8584   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8584   -1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438   -1.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5731   -1.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438   -0.2061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -1.4429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.6183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.6183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4292   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4292   -1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.8552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1438   -0.2061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584   -1.4429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5731   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5731    0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584    1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584    1.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1438    2.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1438    3.0921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2877   -0.6183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0023   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0023    0.6183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7169   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7169   -1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0023   -1.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0023   -2.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7169   -3.0921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2877   -3.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4315   -0.2061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1461   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1461   -1.4429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8608   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8608    0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1461    1.0307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5754   -0.6183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2899   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2899    0.6183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0046   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0046   -1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7192   -1.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2899   -1.8552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7192   -0.2061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4338   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4338   -1.4429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1485   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1485    0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4338    1.0307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8631   -0.6183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  2  0
  4  2  1  0
  4  5  1  6
  5  6  1  0
  6  7  1  0
  7  8  1  0
  9  4  1  0
 10  9  1  0
 10 11  2  0
 12 10  1  1
 12 13  1  0
 13 14  1  0
 13 15  1  1
 16 12  1  0
 17 16  1  0
 17 18  2  0
 19 17  1  0
 19 20  1  6
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 21  2  0
 28 19  1  0
 29 28  1  0
 29 30  2  0
 31 29  1  0
 31 32  1  1
 33 31  1  0
 34 33  1  0
 34 35  2  0
 36 34  1  0
 36 37  1  6
 37 38  1  0
 37 39  1  0
 40 36  1  0
 41 40  1  0
 41 42  2  0
 43 41  1  1
 43 44  1  0
 44 45  1  0
 45 46  1  0
 44 47  1  6
 48 43  1  0
 49 48  1  0
 49 50  2  0
 51 49  1  0
 51 52  1  6
 52 53  1  0
 54 51  1  0
 55 54  1  0
 55 56  2  0
 57 55  1  0
 57 58  1  1
 58 59  1  0
 59 60  1  0
 60 61  1  0
 61 62  1  0
 63 57  1  0
 64 63  1  0
 64 65  2  0
 66 64  1  0
 66 67  1  6
 67 68  1  0
 68 69  1  0
 69 70  1  0
 69 71  2  0
 72 66  1  0
 73 72  1  0
 73 74  2  0
 75 73  1  0
 75 76  1  1
 76 77  1  0
 78 75  1  0
 79 78  1  0
 79 80  2  0
 81 79  1  6
 81 82  1  0
 82 83  1  0
 82 84  1  6
 85 81  1  0
 86 85  1  0
 86 87  2  0
 88 86  1  0
 88 89  1  1
 89 90  1  0
 91 88  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5273921

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 1315.51

Molecular Weight (Monoisotopic): 1314.6490

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. Xiu S, Dick A, Ju H, Mirzaie S, Abdi F, Cocklin S, Zhan P, Liu X..  (2020)  Inhibitors of SARS-CoV-2 Entry: Current and Future Opportunities.,  63  (21.0): [PMID:32539378] [10.1021/acs.jmedchem.0c00502]

Source

Source(1):

• Scientific Literature