(5R,10S)-7,9-dibromo-N-(2-(3,5-dibromo-4-((R)-3-((5R,10S)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxaspiro[4.5]deca-2,6,8-trienecarboxamido)-2-hydroxypropoxy)phenyl)-2-hydroxyethyl)-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

ID: ALA5267211

Max Phase: Preclinical

Molecular Formula: C32H31Br6N3O11

Molecular Weight: 1113.03

Names and Identifiers

Canonical SMILES:  COC1=C(Br)[C@@H](O)[C@]2(C=C1Br)CC(C(=O)NC[C@@H](O)COc1c(Br)cc(C(O)CNC(=O)C3=NO[C@@]4(C=C(Br)C(OC)=C(Br)[C@H]4O)C3)cc1Br)=CO2

Standard InChI:  InChI=1S/C32H31Br6N3O11/c1-48-25-18(35)6-31(27(44)22(25)37)5-14(11-51-31)29(46)39-9-15(42)12-50-24-16(33)3-13(4-17(24)34)21(43)10-40-30(47)20-8-32(52-41-20)7-19(36)26(49-2)23(38)28(32)45/h3-4,6-7,11,15,21,27-28,42-45H,5,8-10,12H2,1-2H3,(H,39,46)(H,40,47)/t15-,21?,27-,28-,31-,32+/m1/s1

Standard InChI Key:  GQWWFORCNIXEKH-SQYLNONJSA-N

Molfile:  

 
     RDKit          2D

 52 56  0  0  0  0  0  0  0  0999 V2000
    0.0013    0.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7159    0.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278    0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278   -0.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7178   -0.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7132   -0.8270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7132    0.8266    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.7178   -1.6477    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    0.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    1.6522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5718    0.8270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2864    0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0010    0.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2864   -0.4107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0872    1.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8940    1.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3064    1.1044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7544    0.4915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4816    2.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8936    3.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7191    3.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1310    2.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7228    1.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1354    1.1041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9562    2.5354    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.1317    3.9603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7191    4.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4810    3.9603    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425   -0.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425   -1.6522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5717   -0.8270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2864   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0010   -0.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2864    0.4107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0872   -1.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8940   -1.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3064   -1.1044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7544   -0.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4816   -2.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8936   -3.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7190   -3.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1310   -2.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7227   -1.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1354   -1.1041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9562   -2.5354    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -7.1317   -3.9603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7190   -4.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4810   -3.9603    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  6  7  1  0
  1  8  1  0
  5  9  1  0
  3 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 17 15  1  0
 18 17  1  1
 18 19  1  0
 19 20  1  0
 20 15  2  0
 21 18  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 25 24  1  0
 18 25  1  0
 25 26  1  1
 24 27  1  0
 23 28  1  0
 28 29  1  0
 22 30  1  0
  7 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  6
 33 35  1  0
 35 36  1  0
 36 37  1  0
 36 38  2  0
 39 37  1  0
 40 39  1  1
 40 41  1  0
 41 42  1  0
 42 37  2  0
 43 40  1  0
 44 43  2  0
 45 44  1  0
 46 45  2  0
 47 46  1  0
 40 47  1  0
 47 48  1  1
 46 49  1  0
 45 50  1  0
 50 51  1  0
 44 52  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5267211

   ---

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: 1113.03

Molecular Weight (Monoisotopic): 1106.7059

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. Mishra SK, Tripathi G, Kishore N, Singh RK, Singh A, Tiwari VK..  (2017)  Drug development against tuberculosis: Impact of alkaloids.,  137  [PMID:28628823] [10.1016/j.ejmech.2017.06.005]

Source

Source(1):

• Scientific Literature