2-[3-(2-Benzyloxycarbonylamino-4-phenyl-butyrylamino)-propylamino]-3-{3-{3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-[3-(4-methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-tetrahydro-furan-2-yl}-3-hydroxy-propionic acid tert-butyl ester

ID: ALA415374

PubChem CID: 44341628

Max Phase: Preclinical

Molecular Formula: C56H83N5O12Si2

Molecular Weight: 1074.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cn2c(=O)ccn([C@@H]3OC([C@H](O)[C@H](NCCCNC(=O)[C@@H](CCc4ccccc4)NC(=O)OCc4ccccc4)C(=O)OC(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)c2=O)cc1

Standard InChI:  InChI=1S/C56H83N5O12Si2/c1-54(2,3)71-51(65)44(57-33-21-34-58-49(64)42(31-28-38-22-17-15-18-23-38)59-52(66)69-37-40-24-19-16-20-25-40)45(63)46-47(72-74(11,12)55(4,5)6)48(73-75(13,14)56(7,8)9)50(70-46)60-35-32-43(62)61(53(60)67)36-39-26-29-41(68-10)30-27-39/h15-20,22-27,29-30,32,35,42,44-48,50,57,63H,21,28,31,33-34,36-37H2,1-14H3,(H,58,64)(H,59,66)/t42-,44+,45-,46?,47-,48-,50-/m1/s1

Standard InChI Key:  POIIWRSAIYXDLG-CBHVNOKOSA-N

Molfile:  

     RDKit          2D

 75 79  0  0  1  0  0  0  0  0999 V2000
    4.5875   -1.2417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0750   -1.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000   -1.8042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7667   -1.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167   -1.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4625   -1.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5500   -0.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3500   -0.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9250   -0.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2292   -1.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9292   -0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500   -0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7375   -0.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5292    0.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4000   -2.5792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0500   -2.1542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3292   -2.5667    0.0000 Si  0  0  0  0  0  4  0  0  0  0  0  0
    3.6125   -3.3792    0.0000 Si  0  0  0  0  0  4  0  0  0  0  0  0
   -4.1000   -1.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4625   -2.1292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5708   -1.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3917   -2.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2500   -0.0417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7500   -2.6542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6958   -1.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3250   -3.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042   -4.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6917    1.0208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0500   -0.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8750   -1.9167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2125   -0.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0250   -1.1417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9833   -0.8167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500    0.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0500   -2.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8000   -0.7167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917    0.7333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0625   -3.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4042   -4.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6208   -0.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1750   -3.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5542   -3.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2417   -3.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9125   -4.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2292   -4.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7708   -3.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4958    0.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3875   -0.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0750   -5.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5292   -2.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -3.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4042   -3.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1250   -2.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2625   -1.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6042   -3.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0375   -3.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5250   -3.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -4.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125   -4.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8125   -3.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1500   -1.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4208    1.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708    0.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0167    0.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1875   -4.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9583   -3.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1458    1.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7333    0.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5667   -6.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5500   -4.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6083    1.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0208    1.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7833   -5.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2500    2.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -5.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  1
  5  4  1  0
  6  5  1  0
  7  8  1  0
  8  4  1  0
  9  1  1  0
 10 13  1  0
 11  7  1  0
 12 11  1  0
 13  9  2  0
 14 12  1  0
  5 15  1  6
  6 16  1  6
 17 16  1  0
 18 15  1  0
 19 20  1  0
 20 25  1  0
 21 36  1  0
 22  3  1  0
 23 14  1  0
 24  2  2  0
 25 21  1  0
 26 17  1  0
 27 18  1  0
 28 14  2  0
 29 10  2  0
 30 19  2  0
 31 21  2  0
 12 32  1  6
 33 19  1  0
 34 23  1  0
 25 35  1  1
 36 61  1  0
 11 37  1  1
 38 22  1  0
 39 44  2  0
 40 33  1  0
 41 35  1  0
 42 38  1  0
 43 38  2  0
 44 43  1  0
 45 42  2  0
 46 41  1  0
 47 40  1  0
 48 54  1  0
 49 39  1  0
 50 17  1  0
 51 18  1  0
 52 18  1  0
 53 17  1  0
 54 32  1  0
 55 26  1  0
 56 26  1  0
 57 26  1  0
 58 27  1  0
 59 27  1  0
 60 27  1  0
 61 48  1  0
 62 34  1  0
 63 34  1  0
 64 34  1  0
 65 46  2  0
 66 46  1  0
 67 47  2  0
 68 47  1  0
 69 49  1  0
 70 66  2  0
 71 68  2  0
 72 67  1  0
 73 65  1  0
 74 71  1  0
 75 70  1  0
 10  3  1  0
  6  7  1  0
 39 45  1  0
 75 73  2  0
 72 74  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA415374

   tert-butyl (2S,3R)-3-[(3R,4R,5R)-3,4-bis[[tert-butyl(dimethyl)silyl]oxy]-5-[3-[(4-methoxyphenyl)methyl]-2,4-dioxopyrimidin-1-yl]oxolan-2-yl]-3-hydroxy-2-[3-[[(2R)-4-phenyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]propylamino]propanoate

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: 1074.47

Molecular Weight (Monoisotopic): 1073.5577

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. Yamashita A, Norton E, Petersen PJ, Rasmussen BA, Singh G, Yang Y, Mansour TS, Ho DM..  (2003)  Muraymycins, novel peptidoglycan biosynthesis inhibitors: synthesis and SAR of their analogues.,  13  (19): [PMID:12951123] [10.1016/s0960-894x(03)00671-1]

Source

Source(1):

• Scientific Literature