Mallotophilippen F

ID: ALA4552940

PubChem CID: 155556128

Max Phase: Preclinical

Molecular Formula: C30H34O4

Molecular Weight: 458.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=CCC/C(C)=C/Cc1c(O)c2c(c(C(=O)/C=C/c3ccccc3)c1O)OC(C)(C)C=C2

Standard InChI:  InChI=1S/C30H34O4/c1-20(2)10-9-11-21(3)14-16-23-27(32)24-18-19-30(4,5)34-29(24)26(28(23)33)25(31)17-15-22-12-7-6-8-13-22/h6-8,10,12-15,17-19,32-33H,9,11,16H2,1-5H3/b17-15+,21-14+

Standard InChI Key:  AIIWLAINTCRNRT-MSBFWHRESA-N

Molfile:  

 
     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
   21.2181  -23.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0076  -24.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7991  -24.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8972  -25.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8960  -26.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6041  -27.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3137  -26.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6023  -25.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3100  -25.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0114  -25.4462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3034  -24.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5959  -24.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1894  -25.4486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6039  -27.9027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0223  -27.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0240  -27.9004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7291  -26.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4377  -27.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1446  -26.6701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8532  -27.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5595  -26.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5582  -25.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8447  -25.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1413  -25.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1880  -27.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4806  -26.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7726  -27.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0652  -26.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7719  -27.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3572  -27.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6498  -26.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9417  -27.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2344  -26.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9411  -27.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  9  1  0
  8  4  1  0
  8  9  2  0
  8 12  1  0
  9 10  1  0
 10  2  1  0
  2 11  1  0
 11 12  2  0
  4 13  1  0
  6 14  1  0
  7 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
  5 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 32 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4552940

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 458.60

Molecular Weight (Monoisotopic): 458.2457

AlogP: 7.41

#Rotatable Bonds: 8

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.17

CX Basic pKa: ┄

CX LogP: 8.22

CX LogD: 7.77

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.25

Np Likeness Score: 2.36

References

1. Cheenpracha S, Pyne SG, Patrick BO, Andersen RJ, Maneerat W, Laphookhieo S..  (2019)  Mallopenins A-E, Antibacterial Phenolic Derivatives from the Fruits of Mallotus philippensis.,  82  (8): [PMID:31318550] [10.1021/acs.jnatprod.9b00182]

Source

Source(1):

• Scientific Literature