Erythrofordin A

ID: ALA4786730

PubChem CID: 162666873

Max Phase: Preclinical

Molecular Formula: C21H30O7

Molecular Weight: 394.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)[C@]1(C)[C@@H]2C(=O)[C@H](O)[C@H]3[C@@H](C)/C(=C/C(=O)O)CC[C@@H]3[C@@]2(C)CC[C@@H]1O

Standard InChI:  InChI=1S/C21H30O7/c1-10-11(9-14(23)24)5-6-12-15(10)16(25)17(26)18-20(12,2)8-7-13(22)21(18,3)19(27)28-4/h9-10,12-13,15-16,18,22,25H,5-8H2,1-4H3,(H,23,24)/b11-9+/t10-,12-,13-,15-,16+,18+,20+,21-/m0/s1

Standard InChI Key:  SPSFGGYXNQLASU-DIOQFOCFSA-N

Molfile:  

 
     RDKit          2D

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    5.0270  -18.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6180  -18.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3253  -16.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3253  -17.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0306  -16.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7400  -16.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7365  -17.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4427  -18.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8801  -15.6952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1732  -15.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4550  -15.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.6074  -14.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3243  -14.0706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5752  -16.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327  -16.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6141  -18.1402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7967  -18.8397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0243  -19.5555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6135  -20.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4381  -18.9612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8674  -18.1475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9473  -18.5189    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4426  -17.3179    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1484  -16.0962    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  1
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  7  6  1  0
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 11 12  1  0
 11 16  1  0
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 13 14  1  0
 14 15  1  0
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 14 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 13 21  1  6
  7 22  1  1
  5 23  1  1
  3 24  2  0
  3 25  1  0
 25 26  1  0
  9 27  2  0
 10 28  1  1
  8 29  1  6
 11 30  1  6
 12 31  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4786730

   ---

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: 394.46

Molecular Weight (Monoisotopic): 394.1992

AlogP: 1.56

#Rotatable Bonds: 2

Polar Surface Area: 121.13

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.27

CX Basic pKa: ┄

CX LogP: 1.60

CX LogD: -1.38

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: 2.64

References

1. Vo PHT,Nguyen TDT,Tran HT,Nguyen YN,Doan MT,Nguyen PH,Lien GTK,To DC,Tran MH.  (2021)  Cytotoxic components from the leaves of Erythrophleum fordii induce human acute leukemia cell apoptosis through caspase 3 activation and PARP cleavage.,  31  [PMID:33161122] [10.1016/j.bmcl.2020.127673]

Source

Source(1):

• Scientific Literature