(1E,4E)-1-(3,4,5-Trimethoxyphenyl)-5-(3,5,6-trimethylpyrazin-2-yl)penta-1,4-dien-3-one

ID: ALA4475597

PubChem CID: 155537820

Max Phase: Preclinical

Molecular Formula: C21H24N2O4

Molecular Weight: 368.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)/C=C/c2nc(C)c(C)nc2C)cc(OC)c1OC

Standard InChI:  InChI=1S/C21H24N2O4/c1-13-14(2)23-18(15(3)22-13)10-9-17(24)8-7-16-11-19(25-4)21(27-6)20(12-16)26-5/h7-12H,1-6H3/b8-7+,10-9+

Standard InChI Key:  NBGMGBHHJLPPOH-XBLVEGMJSA-N

Molfile:  

 
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    0.5711  -14.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2792  -14.4480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9888  -14.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9860  -13.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1126  -14.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8197  -14.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1139  -15.2610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3529  -12.8018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0617  -13.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3553  -14.4384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3562  -15.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9288  -11.9880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6345  -11.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4475597

   ---

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: 368.43

Molecular Weight (Monoisotopic): 368.1736

AlogP: 3.72

#Rotatable Bonds: 7

Polar Surface Area: 70.54

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.94

CX LogP: 2.54

CX LogD: 2.54

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: 0.16

References

1. Ai Y, Zhu B, Ren C, Kang F, Li J, Huang Z, Lai Y, Peng S, Ding K, Tian J, Zhang Y..  (2016)  Discovery of New Monocarbonyl Ligustrazine-Curcumin Hybrids for Intervention of Drug-Sensitive and Drug-Resistant Lung Cancer.,  59  (5): [PMID:26891099] [10.1021/acs.jmedchem.5b01203]

Source

Source(1):

• Scientific Literature