3-((3S,6R,8S,11R,13R,16S,19S,22R,25R,30aS)-8-(2-amino-2-oxoethyl)-19-(3-aminopropyl)-3,6,25-tribenzyl-13-(4-hydroxybenzyl)-22-isobutyl-16-isopropyl-1,4,7,10,14,17,20,23,26-nonaoxotriacontahydropyrrolo[2,1-f][1,4,7,10,13,16,19,22,25]nonaazacyclooctacosin-11-yl)propanoic acid

ID: ALA3344320

PubChem CID: 118717697

Max Phase: Preclinical

Molecular Formula: C65H85N11O13

Molecular Weight: 1228.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H]1NC(=O)[C@H](CCCN)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](Cc2ccc(O)cc2)N[C@H](CCC(=O)O)C(=O)N[C@@H](CC(N)=O)C(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H]2CCCN2C(=O)[C@@H](Cc2ccccc2)NC1=O

Standard InChI:  InChI=1S/C65H85N11O13/c1-38(2)32-49-60(84)74-52(36-42-20-12-7-13-21-42)65(89)76-31-15-23-53(76)63(87)73-51(34-41-18-10-6-11-19-41)61(85)70-47(33-40-16-8-5-9-17-40)57(81)48(37-54(67)78)71-59(83)46(28-29-55(79)80)68-50(35-43-24-26-44(77)27-25-43)62(86)75-56(39(3)4)64(88)69-45(22-14-30-66)58(82)72-49/h5-13,16-21,24-27,38-39,45-53,56,68,77H,14-15,22-23,28-37,66H2,1-4H3,(H2,67,78)(H,69,88)(H,70,85)(H,71,83)(H,72,82)(H,73,87)(H,74,84)(H,75,86)(H,79,80)/t45-,46+,47+,48-,49+,50+,51-,52+,53-,56-/m0/s1

Standard InChI Key:  NLJVXZFCYKWXLH-BXBUVXQFSA-N

Molfile:  

     RDKit          2D

 90 95  0  0  0  0  0  0  0  0999 V2000
    6.5749   -9.0959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9681   -8.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2022   -8.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1301   -7.7656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5362   -8.3512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8855   -8.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1426   -9.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9539   -9.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5259   -7.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2196   -7.1255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8190   -7.1461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8087   -6.3348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1253   -7.5604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4185   -7.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4111   -6.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7052   -5.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0074   -6.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0231   -7.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7269   -7.5798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5055   -5.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4925   -5.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2096   -6.3200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1862   -4.7005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7884   -4.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7753   -3.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0712   -3.5129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4721   -3.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8961   -5.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5899   -4.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9061   -5.9026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2967   -5.0766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5795   -3.8714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2763   -3.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2633   -2.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9570   -2.2372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9904   -4.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6945   -5.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9804   -3.8567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3940   -4.6444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0981   -5.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3810   -3.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7076   -5.8673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4116   -6.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4247   -7.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1112   -5.8495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7279   -7.4841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1315   -7.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8253   -7.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5256   -7.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2220   -7.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2121   -6.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5003   -5.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8100   -6.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9084   -5.8148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7382   -8.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0445   -8.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1419   -8.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8487   -8.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8579   -9.4811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5444   -8.2582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3404   -8.3128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0545   -9.5152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7585   -9.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7716  -10.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4554   -9.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4450   -8.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1622   -9.8943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1725  -10.7056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8972   -9.1286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4757  -11.1173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0779  -11.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0851  -11.9433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7950  -12.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3711  -10.7409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6742  -11.1525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9674  -10.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6846  -11.9638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2737  -11.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8003  -13.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5063  -13.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2041  -13.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1883  -12.3178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4845  -11.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2839  -11.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5826  -12.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5925  -13.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3058  -13.6210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0106  -13.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9972  -12.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9138   -9.5206    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  2  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  3  1  0
  5  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  1
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 12 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 21 24  1  1
 24 25  1  0
 25 26  1  0
 25 27  1  0
 23 28  1  0
 28 29  1  0
 28 30  2  0
 29 31  1  0
 29 32  1  6
 32 33  1  0
 33 34  1  0
 34 35  1  0
 31 36  1  0
 36 37  1  0
 36 38  2  0
 37 39  1  6
 39 40  1  0
 39 41  1  0
 37 42  1  0
 42 43  1  0
 43 44  1  0
 43 45  2  0
 44 46  1  0
 44 47  1  1
 47 48  1  0
 48 49  2  0
 49 50  1  0
 50 51  2  0
 51 52  1  0
 52 53  2  0
 53 48  1  0
 51 54  1  0
 46 55  1  0
 55 56  1  0
 55 66  1  6
 66 57  1  0
 57 58  1  0
 58 59  1  0
 58 60  2  0
 56 61  2  0
 56 62  1  0
 62 63  1  0
 63 64  1  0
 63 65  1  1
 65 67  1  0
 67 68  1  0
 67 69  2  0
 64 70  2  0
 64 71  1  0
 71 72  1  1
 72 73  1  0
 71 74  1  0
 74 75  1  0
 75 76  1  0
 75 77  2  0
 76 78  1  6
 76  1  1  0
 73 79  2  0
 79 80  1  0
 80 81  2  0
 81 82  1  0
 82 83  2  0
 83 73  1  0
 78 84  1  0
 84 85  2  0
 85 86  1  0
 86 87  2  0
 87 88  1  0
 88 89  2  0
 89 84  1  0
  3 90  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA3344320

   ---

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: 1228.46

Molecular Weight (Monoisotopic): 1227.6328

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. Bhakat S, Karubiu W, Jayaprakash V, Soliman ME..  (2014)  A perspective on targeting non-structural proteins to combat neglected tropical diseases: Dengue, West Nile and Chikungunya viruses.,  87  [PMID:25305334] [10.1016/j.ejmech.2014.10.010]

Source

Source(1):

• Scientific Literature