(E)-4-(3-(5-hydroxy-7-methoxy-2,2-dimethylchroman-6-yl)-3-oxoprop-1-enyl)phenyl acetate

ID: ALA4857693

PubChem CID: 164615853

Max Phase: Preclinical

Molecular Formula: C23H24O6

Molecular Weight: 396.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(c(O)c1C(=O)/C=C/c1ccc(OC(C)=O)cc1)CCC(C)(C)O2

Standard InChI:  InChI=1S/C23H24O6/c1-14(24)28-16-8-5-15(6-9-16)7-10-18(25)21-20(27-4)13-19-17(22(21)26)11-12-23(2,3)29-19/h5-10,13,26H,11-12H2,1-4H3/b10-7+

Standard InChI Key:  DXHNGOOJCJDQLI-JXMROGBWSA-N

Molfile:  

 
     RDKit          2D

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   31.7219  -15.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4272  -15.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4272  -13.8592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   35.2503  -16.3127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.9568  -15.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6649  -15.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3722  -15.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   38.7828  -14.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0697  -13.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3658  -14.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2454  -13.8583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2428  -13.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8344  -16.3118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.4896  -13.8569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.1982  -14.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9050  -13.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2001  -15.0810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  9 25  1  0
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 27 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857693

   ---

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: 396.44

Molecular Weight (Monoisotopic): 396.1573

AlogP: 4.33

#Rotatable Bonds: 5

Polar Surface Area: 82.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.48

CX Basic pKa: ┄

CX LogP: 4.71

CX LogD: 4.45

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.35

Np Likeness Score: 1.19

References

1. Ajiaikebaier D, Li Z, Lin T, Sun X, Wang B, Li J..  (2021)  Synthesis of pyranochalcone derivatives and their inhibitory effect on NF-κB activation.,  42  [PMID:33862226] [10.1016/j.bmcl.2021.128042]

Source

Source(1):

• Scientific Literature