ID: ALA259025

Max Phase: Preclinical

Molecular Formula: C18H10O6

Molecular Weight: 322.27

Molecule Type: Small molecule

Representations

Synonyms (1): edgeworin
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=c1ccc2ccc(Oc3cc4ccc(O)cc4oc3=O)cc2o1

Standard InChI:  InChI=1S/C18H10O6/c19-12-4-1-11-7-16(18(21)24-14(11)8-12)22-13-5-2-10-3-6-17(20)23-15(10)9-13/h1-9,19H

Standard InChI Key:  WNLKKLCKMRDNHF-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: 322.27

Molecular Weight (Monoisotopic): 322.0477

AlogP: 3.40

#Rotatable Bonds: 2

Polar Surface Area: 89.88

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.61

CX Basic pKa:

CX LogP: 2.85

CX LogD: 2.64

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.57

Np Likeness Score: 0.72

References

1. Gao Z, Maloney DJ, Dedkova LM, Hecht SM..  (2008)  Inhibitors of DNA polymerase beta: activity and mechanism.,  16  (8): [PMID:18343122] [10.1016/j.bmc.2008.02.071]

2. Li SS, Gao Z, Feng X, Hecht SM..  (2004)  Biscoumarin derivatives from Edgeworthia gardneri that inhibit the lyase activity of DNA polymerase beta.,  67  (9): [PMID:15387673] [10.1021/np040127s]

3. Yao H,Zhang N,Zhang W,Li J,Hua H,Li Y.  (2020)  Discovery of a coumarin derivative as Nrf2 activator mitigating oxidative stress and fibrosis in mesangial cells under high glucose.,  30  (20.0): [PMID:32791195] [10.1016/j.bmcl.2020.127490]

4. Faisal M, Saeed A, Shahzad D, Fattah TA, Lal B, Channar PA, Mahar J, Saeed S, Mahesar PA, Larik FA..  (2017)  Enzyme inhibitory activities an insight into the structure-Activity relationship of biscoumarin derivatives.,  141  [PMID:29032032] [10.1016/j.ejmech.2017.10.009]

Source

Source(1):

• Scientific Literature