(E)-1-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-3-naphthalen-2-yl-propenone

ID: ALA3359424

PubChem CID: 118723521

Max Phase: Preclinical

Molecular Formula: C24H20O3

Molecular Weight: 356.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)C=Cc2c(ccc(C(=O)/C=C/c3ccc4ccccc4c3)c2O)O1

Standard InChI:  InChI=1S/C24H20O3/c1-24(2)14-13-20-22(27-24)12-10-19(23(20)26)21(25)11-8-16-7-9-17-5-3-4-6-18(17)15-16/h3-15,26H,1-2H3/b11-8+

Standard InChI Key:  JMLGJDYWRHGHLO-DHZHZOJOSA-N

Molfile:  

     RDKit          2D

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    1.1825   -2.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5942   -3.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0081   -1.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7171   -3.2195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7171   -1.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4302   -1.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4286   -2.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1406   -3.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8547   -2.8115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8524   -1.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1398   -1.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1378   -0.7490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5667   -1.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2835   -1.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5640   -0.7418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7147   -1.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7133   -2.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4219   -3.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4205   -1.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1379   -1.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1374   -2.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8507   -3.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5650   -2.8012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5615   -1.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8476   -1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3359424

   ---

Molecule Features

Natural Product: No

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: 356.42

Molecular Weight (Monoisotopic): 356.1412

AlogP: 5.63

#Rotatable Bonds: 3

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.06

CX Basic pKa: ┄

CX LogP: 6.13

CX LogD: 5.63

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.49

Np Likeness Score: 1.41

References

1. Wang L, Chen G, Lu X, Wang S, Han S, Li Y, Ping G, Jiang X, Li H, Yang J, Wu C..  (2015)  Novel chalcone derivatives as hypoxia-inducible factor (HIF)-1 inhibitor: synthesis, anti-invasive and anti-angiogenic properties.,  89  [PMID:25462229] [10.1016/j.ejmech.2014.10.036]

Source

Source(1):

• Scientific Literature