ID: ALA280042

Max Phase: Preclinical

Molecular Formula: C17H10Cl4O

Molecular Weight: 372.08

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(/C=C/c1c(Cl)cccc1Cl)/C=C/c1c(Cl)cccc1Cl

Standard InChI:  InChI=1S/C17H10Cl4O/c18-14-3-1-4-15(19)12(14)9-7-11(22)8-10-13-16(20)5-2-6-17(13)21/h1-10H/b9-7+,10-8+

Standard InChI Key:  NIMMFQJPRKQKCE-FIFLTTCUSA-N

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

Properties

Molecular Weight: 372.08

Molecular Weight (Monoisotopic): 369.9486

AlogP: 6.60

#Rotatable Bonds: 4

Polar Surface Area: 17.07

Molecular Species:

HBA: 1

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 7.24

CX LogD: 7.24

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.55

Np Likeness Score: -0.25

References

1. Robinson TP, Ehlers T, Hubbard IV RB, Bai X, Arbiser JL, Goldsmith DJ, Bowen JP..  (2003)  Design, synthesis, and biological evaluation of angiogenesis inhibitors: aromatic enone and dienone analogues of curcumin.,  13  (1): [PMID:12467629] [10.1016/s0960-894x(02)00832-6]

2. Deck LM, Hunsaker LA, Vander Jagt TA, Whalen LJ, Royer RE, Vander Jagt DL..  (2018)  Activation of anti-oxidant Nrf2 signaling by enone analogues of curcumin.,  143  [PMID:29223100] [10.1016/j.ejmech.2017.11.048]

3. Zhao F, Dong HH, Wang YH, Wang TY, Yan ZH, Yan F, Zhang DZ, Cao YY, Jin YS..  (2017)  Synthesis and synergistic antifungal effects of monoketone derivatives of curcumin against fluconazole-resistant Candida spp.,  8  (5): [PMID:30108820] [10.1039/C6MD00649C]

4. Moreira J, Saraiva L, Pinto MM, Cidade H..  (2020)  Diarylpentanoids with antitumor activity: A critical review of structure-activity relationship studies.,  192  [PMID:32172081] [10.1016/j.ejmech.2020.112177]

Source

Source(1):

• Scientific Literature