7-methoxy-2,2-dimethyl-4-(3-nitrophenyl)-2H-chromen-8-ol

ID: ALA3220140

PubChem CID: 90666856

Max Phase: Preclinical

Molecular Formula: C18H17NO5

Molecular Weight: 327.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1O)OC(C)(C)C=C2c1cccc([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C18H17NO5/c1-18(2)10-14(11-5-4-6-12(9-11)19(21)22)13-7-8-15(23-3)16(20)17(13)24-18/h4-10,20H,1-3H3

Standard InChI Key:  WDLOIAZIBRDKRD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   19.3366   -1.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5122   -1.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9244   -2.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6461   -1.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6449   -1.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3593   -2.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3575   -0.6285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0723   -1.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0758   -1.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7944   -2.2808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5109   -1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7876   -0.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7839    0.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4973    0.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4931    1.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7763    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0623    1.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0700    0.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9306   -2.2793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3412    1.8434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6310    1.4248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3338    2.6678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2170   -1.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3578   -3.1047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2 11  1  0
 11 12  2  0
  8  7  2  0
 13 14  2  0
  7  4  1  0
 14 15  1  0
  8  9  1  0
 15 16  2  0
  2  1  1  0
 16 17  1  0
  4  5  2  0
 17 18  2  0
 18 13  1  0
 12 13  1  0
  3  2  1  0
  5 19  1  0
  5  6  1  0
  6  9  2  0
  8 12  1  0
 20 21  2  0
 20 22  1  0
 17 20  1  0
  9 10  1  0
 19 23  1  0
 10  2  1  0
  6 24  1  0
M  CHG  2  20   1  22  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3220140

   7-Methoxy-2,2-dimethyl-4-(3-nitrophenyl)chromen-8-ol

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

Calculated Properties

Molecular Weight: 327.34

Molecular Weight (Monoisotopic): 327.1107

AlogP: 3.91

#Rotatable Bonds: 3

Polar Surface Area: 81.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.16

CX Basic pKa: ┄

CX LogP: 3.79

CX LogD: 3.78

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.68

Np Likeness Score: 0.49

References

1. Oh S, Cho SW, Yang J, Sun HJ, Chung YS, Shin CS, Park SB.  (2011)  Discovery of a novel benzopyranyl compound as a potent in vitro and in vivo osteogenic agent,  2  (1): [10.1039/C0MD00149J]

Source

Source(1):

• Scientific Literature