calopocarpin

ID: ALA1096407

Cas Number: 53802-77-0

PubChem CID: 11709595

Max Phase: Preclinical

Molecular Formula: C20H20O4

Molecular Weight: 324.38

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Calopocarpin | calopocarpin|53802-77-0|CHEMBL1096407|(6aR,11aR)-2-(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol|DTXSID801346750|BDBM50317436|AKOS040734773|NCGC00347827-02|XP161668

Canonical SMILES:  CC(C)=CCc1cc2c(cc1O)OC[C@H]1c3ccc(O)cc3O[C@@H]21

Standard InChI:  InChI=1S/C20H20O4/c1-11(2)3-4-12-7-15-18(9-17(12)22)23-10-16-14-6-5-13(21)8-19(14)24-20(15)16/h3,5-9,16,20-22H,4,10H2,1-2H3/t16-,20-/m0/s1

Standard InChI Key:  CYXCYFYWIZXENQ-JXFKEZNVSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   -3.6987   -7.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6999   -8.7194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9863   -9.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9881   -7.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2741   -7.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2753   -8.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8372   -7.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5574   -7.4729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8384   -8.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5606   -9.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3925   -9.9488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2241   -9.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5669  -10.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855  -10.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7385  -10.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0790   -9.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5956   -9.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1290   -8.3052    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2790   -9.5404    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4119   -7.4820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2193  -11.2964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4133   -9.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4139   -9.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1274  -10.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1281  -11.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8380   -9.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 12 13  2  0
  3  6  2  0
 13 14  1  0
  1  2  2  0
 14 15  2  0
  5  8  1  0
 15 16  1  0
  6 10  1  0
 16 17  2  0
 17 12  1  0
  9  7  1  0
  9 18  1  6
  7  8  1  0
 10 19  1  6
  9 10  1  0
  1 20  1  0
  5  4  2  0
 15 21  1  0
  4  1  1  0
  2 22  1  0
  5  6  1  0
 22 23  1  0
 10 11  1  0
 23 24  2  0
 11 13  1  0
 24 25  1  0
  9 12  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096407

   CALOPOCARPIN

Molecule Features

Natural Product: Yes

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: 324.38

Molecular Weight (Monoisotopic): 324.1362

AlogP: 4.22

#Rotatable Bonds: 2

Polar Surface Area: 58.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.05

CX Basic pKa: ┄

CX LogP: 4.09

CX LogD: 4.08

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.81

Np Likeness Score: 2.66

References

1. Nguyen PH, Nguyen TN, Kang KW, Ndinteh DT, Mbafor JT, Kim YR, Oh WK..  (2010)  Prenylated pterocarpans as bacterial neuraminidase inhibitors.,  18  (9): [PMID:20363636] [10.1016/j.bmc.2010.03.005]

Source

Source(1):

• Scientific Literature