Erythrofordin E

ID: ALA4475090

PubChem CID: 155537327

Max Phase: Preclinical

Molecular Formula: C21H30O4

Molecular Weight: 346.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)/C=C1\CC[C@H]2[C@@H](CC(=O)[C@H]3C(C)(C)C(=O)CC[C@]23C)[C@H]1C

Standard InChI:  InChI=1S/C21H30O4/c1-12-13(10-18(24)25-5)6-7-15-14(12)11-16(22)19-20(2,3)17(23)8-9-21(15,19)4/h10,12,14-15,19H,6-9,11H2,1-5H3/b13-10+/t12-,14-,15-,19-,21+/m0/s1

Standard InChI Key:  SBNNUSJAHPAXLM-RDLWEUJJSA-N

Molfile:  

 
     RDKit          2D

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   10.7758   -5.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3628   -6.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0674   -4.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0674   -5.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7795   -4.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3535   -5.8973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4881   -5.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1968   -5.8969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9137   -5.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2039   -4.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9173   -4.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6360   -4.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6476   -3.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9342   -3.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2092   -3.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4841   -3.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9093   -3.8419    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5979   -6.2751    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1967   -5.0712    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3452   -4.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1922   -6.7220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3673   -3.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3778   -2.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0975   -1.8050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6685   -1.7868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6790   -0.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  8 18  1  1
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  9 20  1  6
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 14 22  1  6
 10 23  2  0
 15 24  2  0
 24 25  1  0
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 25 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475090

   ---

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: 346.47

Molecular Weight (Monoisotopic): 346.2144

AlogP: 3.73

#Rotatable Bonds: 1

Polar Surface Area: 60.44

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.99

CX LogD: 3.99

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: 2.68

References

1. Grkovic T, Evans JR, Akee RK, Guo L, Davis M, Jato J, Grothaus PG, Ahalt-Gottholm M, Hollingshead M, Collins JM, Newman DJ, O'Keefe BR..  (2019)  Erythrofordins D and E, two new cassaine-type diterpenes from Erythrophleum suaveolens.,  29  (2): [PMID:30553734] [10.1016/j.bmcl.2018.12.019]

Source

Source(1):

• Scientific Literature