(S)-1-((S)-2-((S)-1-((3S,6S,9S,12S,15S)-6-((1H-imidazol-5-yl)methyl)-1-((S)-1-((S)-2-aminohexanoyl)pyrrolidin-2-yl)-12-(3-guanidinopropyl)-9-(hydroxymethyl)-3,15-diisobutyl-1,4,7,10,13-pentaoxo-2,5,8,11,14-pentaazahexadecane)pyrrolidine-2-carboxamido)-3-phenylpropanoyl)pyrrolidine-2-carboxylic acid

ID: ALA4776332

PubChem CID: 162643353

Max Phase: Preclinical

Molecular Formula: C57H89N15O12

Molecular Weight: 1176.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC[C@H](N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)O

Standard InChI:  InChI=1S/C57H89N15O12/c1-6-7-17-37(58)53(80)70-23-12-19-44(70)51(78)66-39(26-33(2)3)48(75)65-40(29-36-30-61-32-63-36)49(76)69-43(31-73)50(77)64-38(18-11-22-62-57(59)60)47(74)67-41(27-34(4)5)54(81)71-24-13-20-45(71)52(79)68-42(28-35-15-9-8-10-16-35)55(82)72-25-14-21-46(72)56(83)84/h8-10,15-16,30,32-34,37-46,73H,6-7,11-14,17-29,31,58H2,1-5H3,(H,61,63)(H,64,77)(H,65,75)(H,66,78)(H,67,74)(H,68,79)(H,69,76)(H,83,84)(H4,59,60,62)/t37-,38-,39-,40-,41-,42-,43-,44-,45-,46-/m0/s1

Standard InChI Key:  OYWRICWJRUUAOI-AGVBWZICSA-N

Molfile:  

 
     RDKit          2D

 84 88  0  0  0  0  0  0  0  0999 V2000
    6.4114  -14.5518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9306  -15.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6354  -15.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8329  -16.1226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223  -15.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5132  -15.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6840  -16.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4985  -16.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9112  -17.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7284  -17.5831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1411  -18.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7284  -19.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1411  -19.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9583  -19.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7284  -20.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9583  -18.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3711  -19.0013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1883  -19.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6010  -18.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4182  -18.2922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8309  -19.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4182  -19.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8309  -20.4236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6481  -19.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0608  -18.2922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8780  -18.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2907  -17.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8780  -16.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2907  -16.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1079  -16.1608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5206  -15.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3378  -15.4517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1079  -14.7426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2907  -19.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1079  -19.0013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5206  -19.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1079  -20.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5206  -21.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3378  -21.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1079  -21.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3378  -19.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7505  -19.0013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4162  -18.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0226  -17.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7358  -18.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5651  -18.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1129  -19.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9044  -19.3147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1176  -18.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9091  -18.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4875  -18.8884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3598  -19.6986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0916  -20.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6699  -19.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2977  -18.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6699  -18.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2613  -17.3199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4912  -18.0290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1223  -17.5185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5392  -17.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7483  -17.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1699  -16.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3831  -15.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1746  -15.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7529  -16.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5398  -16.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8583  -20.3051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7505  -20.4236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8780  -19.7104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0608  -19.7104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1883  -17.5831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6010  -19.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1883  -20.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5226  -21.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9121  -21.7187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2030  -21.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3737  -20.5076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3711  -17.5831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4985  -18.2922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1505  -16.5880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7408  -15.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2558  -15.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9607  -16.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4757  -17.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  4  8  1  0
  8  9  1  6
  9 10  1  0
 11 10  1  6
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 11 16  1  0
 16 17  1  0
 18 17  1  6
 18 19  1  0
 19 20  1  0
 21 20  1  6
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 26 25  1  1
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 26 34  1  0
 34 35  1  0
 36 35  1  6
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  1  0
 36 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 42 46  1  0
 46 47  1  1
 47 48  1  0
 49 48  1  1
 49 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 51 55  1  0
 55 56  1  6
 56 57  1  0
 56 58  2  0
 50 59  2  0
 49 60  1  0
 60 61  1  0
 61 62  2  0
 62 63  1  0
 63 64  2  0
 64 65  1  0
 65 66  2  0
 61 66  1  0
 47 67  2  0
 41 68  2  0
 34 69  2  0
 24 70  2  0
 19 71  2  0
 18 72  1  0
 72 73  1  0
 73 74  2  0
 74 75  1  0
 75 76  2  0
 76 77  1  0
 73 77  1  0
 16 78  2  0
  9 79  2  0
  3 80  2  0
  2 81  1  0
 81 82  1  0
 82 83  1  0
 83 84  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776332

   ---

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: 1176.43

Molecular Weight (Monoisotopic): 1175.6815

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. Trân K,Murza A,Sainsily X,Delile E,Couvineau P,Côté J,Coquerel D,Peloquin M,Auger-Messier M,Bouvier M,Lesur O,Sarret P,Marsault É.  (2021)  Structure-Activity Relationship and Bioactivity of Short Analogues of ELABELA as Agonists of the Apelin Receptor.,  64  (1.0): [PMID:33350824] [10.1021/acs.jmedchem.0c01547]

Source

Source(1):

• Scientific Literature