6-methoxy-3-(5-methoxy-1H-benzo[d]imidazol-2-yl)-2H-chromen-2-one

ID: ALA4467353

PubChem CID: 4902022

Max Phase: Preclinical

Molecular Formula: C18H14N2O4

Molecular Weight: 322.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2oc(=O)c(-c3nc4cc(OC)ccc4[nH]3)cc2c1

Standard InChI:  InChI=1S/C18H14N2O4/c1-22-11-4-6-16-10(7-11)8-13(18(21)24-16)17-19-14-5-3-12(23-2)9-15(14)20-17/h3-9H,1-2H3,(H,19,20)

Standard InChI Key:  BDNHZVAHQVOFBA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   29.9880   -7.5900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6932   -7.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6932   -6.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9880   -5.9556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2827   -7.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2852   -6.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5815   -5.9620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8747   -6.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8761   -7.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5804   -7.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4004   -7.5951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4021   -5.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1464   -6.2933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4887   -5.1463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2884   -4.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6925   -5.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5059   -5.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9160   -4.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5070   -4.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6950   -4.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1671   -5.9595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1672   -5.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7332   -4.9870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1404   -5.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  5  1  1  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  2 11  2  0
  3 12  1  0
 12 13  2  0
 13 16  1  0
 15 14  1  0
 14 12  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  8 21  1  0
 21 22  1  0
 18 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4467353

   2H-1-Benzopyran-2-one, 6-methoxy-3-(5-methoxy-1H-1,3-benzimidazol-2-yl)-

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: 322.32

Molecular Weight (Monoisotopic): 322.0954

AlogP: 3.35

#Rotatable Bonds: 3

Polar Surface Area: 77.35

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.08

CX Basic pKa: 2.74

CX LogP: 2.80

CX LogD: 2.79

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.59

Np Likeness Score: -0.56

References

1. Zhang L, Xu Z..  (2019)  Coumarin-containing hybrids and their anticancer activities.,  181  [PMID:31404864] [10.1016/j.ejmech.2019.111587]

Source

Source(1):

• Scientific Literature