tetra-(L-phenylalanine ethyl ester)[(2-(guanine-9-yl)propane-1,3-diyl)bis(oxy)]bis(ethane-2,1-diyl)diphosphonic acid

ID: ALA4877282

PubChem CID: 164628915

Max Phase: Preclinical

Molecular Formula: C55H71N9O13P2

Molecular Weight: 1128.17

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@H](Cc1ccccc1)NP(=O)(CCOCC(COCP(=O)(N[C@@H](Cc1ccccc1)C(=O)OCC)N[C@@H](Cc1ccccc1)C(=O)OCC)n1cnc2c(=O)[nH]c(N)nc21)N[C@@H](Cc1ccccc1)C(=O)OCC

Standard InChI:  InChI=1S/C55H71N9O13P2/c1-5-74-51(66)44(31-39-21-13-9-14-22-39)60-78(70,61-45(52(67)75-6-2)32-40-23-15-10-16-24-40)30-29-72-35-43(64-37-57-48-49(64)58-55(56)59-50(48)65)36-73-38-79(71,62-46(53(68)76-7-3)33-41-25-17-11-18-26-41)63-47(54(69)77-8-4)34-42-27-19-12-20-28-42/h9-28,37,43-47H,5-8,29-36,38H2,1-4H3,(H2,60,61,70)(H2,62,63,71)(H3,56,58,59,65)/t43?,44-,45-,46-,47-/m0/s1

Standard InChI Key:  AELOGQOYKVEORI-FDHXCORTSA-N

Molfile:  

 
     RDKit          2D

 79 84  0  0  0  0  0  0  0  0999 V2000
   13.6632  -11.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493  -10.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6586  -12.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3669  -12.4637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0989  -12.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072  -12.5013    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.2264  -11.1871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5080  -10.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7851  -11.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0670  -10.7554    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.2960  -13.1566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4555  -13.0056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3047  -11.8472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3831   -9.9814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3011  -10.4522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7715  -11.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1234  -11.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3471  -13.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4406  -12.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2596  -12.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6250  -11.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4439  -11.4042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3077  -10.5390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8093   -9.8808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4921   -9.1193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9998  -14.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5860  -14.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7610  -14.0139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8914  -15.1444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1302  -15.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0177  -16.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5737  -13.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3912  -13.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8942  -13.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5707  -12.2702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7545  -12.1678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8540  -13.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1749  -14.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4439  -13.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3911  -13.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0788  -12.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8056  -12.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6423   -9.9668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8808   -9.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7342   -9.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8916  -10.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2328   -9.8042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4821  -10.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8191   -9.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7955  -11.1068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0754   -8.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7102   -9.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2080   -8.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5489   -8.5481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0508   -7.8787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7189   -7.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7235   -8.4494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2208   -6.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0337   -8.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5313   -8.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2036   -7.4086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3670   -7.3132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8753   -7.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1704   -7.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5127   -7.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7605   -7.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6677   -8.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3311   -8.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6403   -8.5373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7418   -8.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2660   -9.2669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0671   -9.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5856  -10.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6890  -10.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3828  -10.9037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0899  -11.4551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8330  -10.9528    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9698   -9.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3162   -7.7093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  6 11  2  0
  6 12  1  0
  6 13  1  0
 10 14  1  0
 10 15  1  0
 10 16  2  0
 13 17  1  0
 12 18  1  0
 17 19  1  6
 19 20  1  0
 17 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 18 26  1  0
 18 27  1  6
 26 28  2  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 20 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 20  1  0
 27 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 37  1  0
 15 43  1  0
 14 44  1  0
 43 45  1  6
 43 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 46 50  2  0
 45 51  1  0
 44 52  1  6
 52 53  1  0
 44 54  1  0
 54 55  1  0
 55 56  1  0
 54 57  2  0
 56 58  1  0
 53 59  2  0
 59 60  1  0
 60 61  2  0
 61 62  1  0
 62 63  2  0
 63 53  1  0
 51 64  2  0
 64 65  1  0
 65 66  2  0
 66 67  1  0
 67 68  2  0
 68 51  1  0
 69 70  1  0
 69 72  1  0
 70 71  2  0
 71 74  1  0
 73 72  1  0
 73 74  2  0
 74 75  1  0
 75 76  1  0
 76 77  2  0
 77 73  1  0
 72 78  2  0
 70 79  1  0
 75  1  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877282

   ---

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: 1128.17

Molecular Weight (Monoisotopic): 1127.4647

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. Keough DT, Wun SJ, Baszczyňski O, Eng WS, Špaček P, Panjikar S, Naesens L, Pohl R, Rejman D, Hocková D, Ferrero RL, Guddat LW..  (2021)  Helicobacter pylori Xanthine-Guanine-Hypoxanthine Phosphoribosyltransferase-A Putative Target for Drug Discovery against Gastrointestinal Tract Infections.,  64  (9.0): [PMID:33891818] [10.1021/acs.jmedchem.0c02184]

Source

Source(1):

• Scientific Literature