Banksialactone B

ID: ALA4161194

PubChem CID: 139590044

Max Phase: Preclinical

Molecular Formula: C13H16O5

Molecular Weight: 252.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(O)c2c(c1C)[C@](C)(O)[C@H](C)OC2=O

Standard InChI:  InChI=1S/C13H16O5/c1-6-9(17-4)5-8(14)10-11(6)13(3,16)7(2)18-12(10)15/h5,7,14,16H,1-4H3/t7-,13+/m0/s1

Standard InChI Key:  QIWHCAJJZMZSLM-WPPNPWJKSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   15.4707   -5.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0578   -6.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3317   -4.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3306   -5.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0454   -5.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0436   -3.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0452   -6.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0412   -2.9580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6158   -5.4351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9017   -5.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7589   -4.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7578   -5.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1895   -5.0226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1906   -4.1942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4731   -3.7766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4731   -2.9516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9027   -5.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8790   -6.1458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
  4  5  1  0
  5 12  2  0
 11  6  2  0
  6  3  1  0
  5  7  1  0
  6  8  1  0
  4  9  1  0
  9 10  1  0
 11 12  1  0
 11 15  1  0
 12  1  1  0
  1 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 13 17  1  1
  1  2  1  6
  1 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4161194

   ---

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: 252.27

Molecular Weight (Monoisotopic): 252.0998

AlogP: 1.48

#Rotatable Bonds: 1

Polar Surface Area: 75.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.92

CX Basic pKa: ┄

CX LogP: 2.30

CX LogD: 2.30

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.74

Np Likeness Score: 1.78

References

1. Chaudhary NK, Pitt JI, Lacey E, Crombie A, Vuong D, Piggott AM, Karuso P..  (2018)  Banksialactones and Banksiamarins: Isochromanones and Isocoumarins from an Australian Fungus, Aspergillus banksianus.,  81  (7): [PMID:29920099] [10.1021/acs.jnatprod.7b00816]

Source

Source(1):

• Scientific Literature