3-(2,2-dimethyl-4-(4-nitrophenyl)chroman-6-yl)phenol

ID: ALA3220413

PubChem CID: 90667086

Max Phase: Preclinical

Molecular Formula: C23H21NO4

Molecular Weight: 375.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC(c2ccc([N+](=O)[O-])cc2)c2cc(-c3cccc(O)c3)ccc2O1

Standard InChI:  InChI=1S/C23H21NO4/c1-23(2)14-21(15-6-9-18(10-7-15)24(26)27)20-13-17(8-11-22(20)28-23)16-4-3-5-19(25)12-16/h3-13,21,25H,14H2,1-2H3

Standard InChI Key:  MCIICVVXKNPVCM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    0.6539  -21.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1707  -21.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2416  -22.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0373  -20.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0385  -21.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241  -22.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3259  -20.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6109  -20.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6075  -21.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8886  -22.1498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1720  -20.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8954  -20.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8991  -19.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1857  -19.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1899  -18.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067  -18.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6209  -18.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6132  -19.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9178  -17.1887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6347  -16.7814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2066  -16.7717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7494  -20.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7483  -19.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4616  -19.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1766  -19.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1738  -20.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4598  -20.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8863  -20.9165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  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  6  1  0
  6  9  2  0
 19 20  2  0
 19 21  1  0
 16 19  1  0
  8 12  1  0
  9 10  1  0
 22 23  2  0
 10  2  1  0
 23 24  1  0
  2 11  1  0
 24 25  2  0
 11 12  1  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
  4 22  1  0
  8  7  2  0
 26 28  1  0
M  CHG  2  19   1  21  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3220413

   3-[2,2-Dimethyl-4-(4-nitrophenyl)-3,4-dihydrochromen-6-yl]phenol

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: 375.42

Molecular Weight (Monoisotopic): 375.1471

AlogP: 5.66

#Rotatable Bonds: 3

Polar Surface Area: 72.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.84

CX Basic pKa: ┄

CX LogP: 5.70

CX LogD: 5.70

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.47

Np Likeness Score: 0.27

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