demethylmedicarpin

ID: ALA1098413

Cas Number: 61135-91-9

PubChem CID: 162933

Max Phase: Preclinical

Molecular Formula: C15H12O4

Molecular Weight: 256.26

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Demethylmedicarpin | 3,9-Dihydroxypterocarpan|61135-91-9|demethylmedicarpin|(6aR,11aR)-3,9-Dihydroxypterocarpan|CHEMBL1098413|CHEBI:15648|(6aR,11aR)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol|(6aR-cis)-6a,11a-Dihydro-6H-benzofuro(3,2-c)(1)benzopyran-3,9-diol|(6aR,11aR)-6a,11a-dihydro-6H-benzo[4,5]furo[3,2-c]chromene-3,9-diol|C04271|(-)-3,9-dihydroxypterocarpan|DTXSID80210024|BDBM50317431|AKOS032948673|FS-8871|XD161697|Q27098166|6H-Benzofuro(3,2-c)(1)benzopyran-3,9-diol, 6a,11a-dihydrShow More⌵

Canonical SMILES:  Oc1ccc2c(c1)O[C@H]1c3ccc(O)cc3OC[C@@H]21

Standard InChI:  InChI=1S/C15H12O4/c16-8-2-4-11-13(5-8)18-7-12-10-3-1-9(17)6-14(10)19-15(11)12/h1-6,12,15-17H,7H2/t12-,15-/m0/s1

Standard InChI Key:  ODMIEGVTNZNSLD-WFASDCNBSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   -5.0355    3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0367    2.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3241    2.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3259    3.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6128    3.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6140    2.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777    3.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8969    3.7845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1789    2.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9001    2.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7323    1.3119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5654    1.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9078    1.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4271    0.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040    0.6335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2641    1.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7468    2.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4704    2.9532    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6178    1.7196    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7478    3.7755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1238   -0.0342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  5  6  1  0
 10 11  1  0
 11 13  1  0
  9 12  1  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
M  END

Alternative Forms

1. Parent:

   

   ALA1098413

   DEMETHYLMEDICARPIN

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: 256.26

Molecular Weight (Monoisotopic): 256.0736

AlogP: 2.71

#Rotatable Bonds: ┄

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: 9.18

CX Basic pKa: ┄

CX LogP: 2.36

CX LogD: 2.36

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.76

Np Likeness Score: 2.01

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