ID: ALA2420082

Max Phase: Preclinical

Molecular Formula: C20H14O3

Molecular Weight: 302.33

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(-c2cc(=O)c3ccc4ccccc4c3o2)cc1

Standard InChI:  InChI=1S/C20H14O3/c1-22-15-9-6-14(7-10-15)19-12-18(21)17-11-8-13-4-2-3-5-16(13)20(17)23-19/h2-12H,1H3

Standard InChI Key:  VWTRBKIMTDCGDL-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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: 302.33

Molecular Weight (Monoisotopic): 302.0943

AlogP: 4.62

#Rotatable Bonds: 2

Polar Surface Area: 39.44

Molecular Species: NEUTRAL

HBA: 3

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.80

CX LogD: 3.80

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.51

Np Likeness Score: 0.31

References

1. Juvale K, Stefan K, Wiese M..  (2013)  Synthesis and biological evaluation of flavones and benzoflavones as inhibitors of BCRP/ABCG2.,  67  [PMID:23851114] [10.1016/j.ejmech.2013.06.035]

2. Nesnow S..  (1979)  A preliminary structure-activity study of the mixed-function oxidase inhibitor 7,8-benzoflavone.,  22  (10): [PMID:513072] [10.1021/jm00196a018]

3. Singh H, Singh JV, Gupta MK, Singh P, Sharma S, Nepali K, Bedi PMS..  (2017)  Benzoflavones as cholesterol esterase inhibitors: Synthesis, biological evaluation and docking studies.,  27  (4): [PMID:28117203] [10.1016/j.bmcl.2017.01.020]

4. Kubo M, Yamamoto K, Itoh T..  (2019)  Design and synthesis of selective CYP1B1 inhibitor via dearomatization of α-naphthoflavone.,  27  (2): [PMID:30553624] [10.1016/j.bmc.2018.11.045]

5. Dong J, Wang Z, Cui J, Meng Q, Li S..  (2020)  Synthesis and structure-activity relationship studies of α-naphthoflavone derivatives as CYP1B1 inhibitors.,  187  [PMID:31830634] [10.1016/j.ejmech.2019.111938]

6. Singh JV, Mal G, Kaur G, Gupta MK, Singh A, Nepali K, Singh H, Sharma S, S Bedi PM..  (2019)  Benzoflavone derivatives as potent antihyperuricemic agents.,  10  (1): [PMID:30931089] [10.1039/C8MD00512E]

Source

Source(1):

• Scientific Literature