Homoisopogon A

ID: ALA4210154

PubChem CID: 145965921

Max Phase: Preclinical

Molecular Formula: C19H20O6

Molecular Weight: 344.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C[C@@H]2COc3cc(OC)c(C)c(O)c3C2=O)c(O)c1

Standard InChI:  InChI=1S/C19H20O6/c1-10-15(24-3)8-16-17(18(10)21)19(22)12(9-25-16)6-11-4-5-13(23-2)7-14(11)20/h4-5,7-8,12,20-21H,6,9H2,1-3H3/t12-/m1/s1

Standard InChI Key:  CSRHPQPWJUWOAK-GFCCVEGCSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    4.5963  -25.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5952  -26.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3032  -26.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3014  -25.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0100  -25.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0089  -26.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7151  -26.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4270  -26.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4281  -25.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7174  -25.1818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1335  -26.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8424  -26.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5461  -26.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2545  -26.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2572  -25.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5457  -25.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8402  -25.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7128  -27.6403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8885  -25.1886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8883  -24.3714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9655  -25.2027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6726  -25.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8871  -26.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3049  -27.6427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5414  -27.6515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  1
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  7 18  2  0
  1 19  1  0
 19 20  1  0
 15 21  1  0
 21 22  1  0
  2 23  1  0
  3 24  1  0
 13 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4210154

   ---

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: 344.36

Molecular Weight (Monoisotopic): 344.1260

AlogP: 2.86

#Rotatable Bonds: 4

Polar Surface Area: 85.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.88

CX Basic pKa: ┄

CX LogP: 3.67

CX LogD: 3.66

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.89

Np Likeness Score: 1.58

References

1. Simon L, Abdul Salam AA, Madan Kumar S, Shilpa T, Srinivasan KK, Byrappa K..  (2017)  Synthesis, anticancer, structural, and computational docking studies of 3-benzylchroman-4-one derivatives.,  27  (23): [PMID:29074256] [10.1016/j.bmcl.2017.10.026]

Source

Source(1):

• Scientific Literature