ID: ALA5077991

PubChem CID: 166628690

Max Phase: Preclinical

Molecular Formula: C27H38O16

Molecular Weight: 618.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@@H](C)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]2OC(C)=O)cc(OC)c1OC

Standard InChI:  InChI=1S/C27H38O16/c1-11-21(38-12(2)29)24(39-13(3)30)25(40-14(4)31)27(37-11)43-23-20(33)19(32)18(10-28)42-26(23)41-15-8-16(34-5)22(36-7)17(9-15)35-6/h8-9,11,18-21,23-28,32-33H,10H2,1-7H3/t11-,18+,19+,20-,21-,23+,24+,25+,26+,27-/m0/s1

Standard InChI Key:  QVYRIOOHMFYGJH-AQCOTKKDSA-N

Molfile:  

 
     RDKit          2D

 44 46  0  0  0  0  0  0  0  0999 V2000
    1.7880    2.0647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5025    2.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2144    2.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2144    1.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5043    0.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7880    1.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5025    3.3022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7879    3.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291    2.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291    3.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291    0.8273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6437    1.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0733    0.8236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586    1.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558    0.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705    1.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705    2.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558    2.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586    2.0614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558    3.2992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705    3.7118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558   -0.0015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851    0.8236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851    2.4740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705   -0.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705   -1.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851   -1.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998   -1.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998   -0.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852   -0.0015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144   -0.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851   -2.4771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558   -1.6518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144   -1.6518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9290   -1.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6437   -1.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9290   -0.4140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587   -1.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0733   -1.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587   -0.4141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705   -2.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705   -3.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558   -2.4771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705    0.4110    0.0000 H   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
  2  7  1  0
  7  8  1  0
  3  9  1  0
  9 10  1  0
  4 11  1  0
 11 12  1  0
  6 13  1  0
 14 13  1  1
 15 14  1  0
 16 15  1  0
 17 16  1  0
 18 17  1  0
 19 18  1  0
 14 19  1  0
 18 20  1  1
 20 21  1  0
 15 22  1  6
 16 23  1  1
 17 24  1  6
 25 22  1  0
 26 25  1  0
 27 26  1  0
 28 27  1  0
 29 28  1  0
 30 29  1  0
 25 30  1  0
 29 31  1  6
 27 32  1  6
 26 33  1  6
 28 34  1  1
 34 35  1  0
 35 36  1  0
 35 37  2  0
 33 38  1  0
 38 39  1  0
 38 40  2  0
 32 41  1  0
 41 42  1  0
 41 43  2  0
 25 44  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA5077991

   ---

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: 618.59

Molecular Weight (Monoisotopic): 618.2160

AlogP: -0.54

#Rotatable Bonds: 11

Polar Surface Area: 204.20

Molecular Species: NEUTRAL

HBA: 16

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.71

CX Basic pKa: ┄

CX LogP: -0.47

CX LogD: -0.47

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.21

Np Likeness Score: 1.63

References

1. Munsimbwe L, Suganuma K, Ishikawa Y, Choongo K, Kikuchi T, Shirakura I, Murata T..  (2022)  Benzophenone Glucosides and B-Type Proanthocyanidin Dimers from Zambian Cassia abbreviata and Their Trypanocidal Activities.,  85  (1.0): [PMID:34965114] [10.1021/acs.jnatprod.1c00738]

Source

Source(1):

• Scientific Literature