Lesbifuran

ID: ALA4526847

PubChem CID: 155544402

Max Phase: Preclinical

Molecular Formula: C26H26O7

Molecular Weight: 450.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(CC=C(C)C)c(O)cc(O)c1-c1oc2c3c(c(O)cc2c1C=O)OC(C)(C)C=C3

Standard InChI:  InChI=1S/C26H26O7/c1-13(2)6-7-14-18(28)11-19(29)21(24(14)31-5)25-17(12-27)16-10-20(30)23-15(22(16)32-25)8-9-26(3,4)33-23/h6,8-12,28-30H,7H2,1-5H3

Standard InChI Key:  KMZBNCRJLZPYQD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   35.9475  -14.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6650  -14.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3746  -14.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3746  -15.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6634  -16.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9475  -15.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2340  -16.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5205  -15.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8070  -16.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0894  -15.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8070  -16.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6634  -16.8811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.9499  -17.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0880  -16.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8056  -15.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8056  -14.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5191  -14.4053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.4157  -16.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0815  -16.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2624  -16.8648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.5698  -17.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3876  -17.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7211  -16.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2356  -16.1092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5468  -16.7762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.8780  -18.1911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.5465  -18.9503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7245  -19.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2383  -18.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5465  -19.7741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2599  -19.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0880  -14.4052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2340  -14.4058    0.0000 O   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
  6  5  2  0
  1  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
  5 12  1  0
 12 13  1  0
  4 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 14 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 18 24  1  0
 23 25  1  0
 22 26  1  0
 27 26  1  0
 28 27  1  0
 29 28  2  0
 21 29  1  0
 27 30  1  0
 27 31  1  0
  3 32  1  0
  1 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4526847

   ---

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: 450.49

Molecular Weight (Monoisotopic): 450.1679

AlogP: 5.73

#Rotatable Bonds: 5

Polar Surface Area: 109.36

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.82

CX Basic pKa: ┄

CX LogP: 4.97

CX LogD: 4.83

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.34

Np Likeness Score: 2.55

References

1. Thuy NTT, Lee JE, Yoo HM, Cho N..  (2019)  Antiproliferative Pterocarpans and Coumestans from Lespedeza bicolor.,  82  (11): [PMID:31675225] [10.1021/acs.jnatprod.9b00567]

Source

Source(1):

• Scientific Literature