palmariol B

ID: ALA3944011

PubChem CID: 46833962

Max Phase: Preclinical

Molecular Formula: C15H11ClO5

Molecular Weight: 306.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(O)c2c(=O)oc3cc(O)c(Cl)c(C)c3c2c1

Standard InChI:  InChI=1S/C15H11ClO5/c1-6-12-8-3-7(20-2)4-9(17)13(8)15(19)21-11(12)5-10(18)14(6)16/h3-5,17-18H,1-2H3

Standard InChI Key:  WMOJBLDBGQOTOS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   19.3385  -18.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3390  -19.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6320  -18.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6320  -19.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0562  -18.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0509  -19.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7582  -20.0017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4776  -19.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7688  -18.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4787  -18.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1969  -18.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2103  -17.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4962  -17.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7727  -17.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9153  -19.9992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1898  -20.0117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9089  -18.7892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5074  -16.2925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9151  -18.3547    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.3357  -17.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2275  -15.8898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  3  1  2  0
  4  2  2  0
  2  6  1  0
  5  1  1  0
  5  6  2  0
  5  9  1  0
  6  7  1  0
  7  8  1  0
  8 10  1  0
  9 10  1  0
  9 14  2  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  4 15  1  0
  8 16  2  0
 11 17  1  0
 13 18  1  0
  3 19  1  0
  1 20  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3944011

   2-Chloro-3,7-dihydroxy-9-methoxy-1-methyl-6H-dibenzo[b,d]pyran-6-one

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: 306.70

Molecular Weight (Monoisotopic): 306.0295

AlogP: 3.33

#Rotatable Bonds: 1

Polar Surface Area: 79.90

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.18

CX Basic pKa: ┄

CX LogP: 3.93

CX LogD: 2.73

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.53

Np Likeness Score: 0.97

References

1. Lai D, Wang A, Cao Y, Zhou K, Mao Z, Dong X, Tian J, Xu D, Dai J, Peng Y, Zhou L, Liu Y..  (2016)  Bioactive Dibenzo-α-pyrone Derivatives from the Endophytic Fungus Rhizopycnis vagum Nitaf22.,  79  (8): [PMID:27441892] [10.1021/acs.jnatprod.6b00327]

Source

Source(1):

• Scientific Literature