4-(3-nitrophenyl)spiro[chromene-2,1'-cyclopentan]-7-ol

ID: ALA3220141

PubChem CID: 11845567

Max Phase: Preclinical

Molecular Formula: C19H17NO4

Molecular Weight: 323.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cccc(C2=CC3(CCCC3)Oc3cc(O)ccc32)c1

Standard InChI:  InChI=1S/C19H17NO4/c21-15-6-7-16-17(13-4-3-5-14(10-13)20(22)23)12-19(8-1-2-9-19)24-18(16)11-15/h3-7,10-12,21H,1-2,8-9H2

Standard InChI Key:  GUMSUGFGYYPDBC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   25.3634   -1.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3592   -2.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1425   -2.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6307   -2.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1492   -1.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4958   -0.7874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4946   -1.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2093   -2.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2075   -0.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9228   -0.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9262   -1.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6453   -2.0279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3622   -0.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6385   -0.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6348    0.4622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3485    0.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3443    1.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6272    2.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9127    1.6907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9204    0.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7799   -2.0265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1913    2.0986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4807    1.6797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1838    2.9234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
 10 14  1  0
 11 12  1  0
 12  1  1  0
  1 13  1  0
 13 14  2  0
  2  3  1  0
  7  8  1  0
 15 16  2  0
  8 11  2  0
 16 17  1  0
  3  4  1  0
 17 18  2  0
 10  9  2  0
 18 19  1  0
  9  6  1  0
 19 20  2  0
 20 15  1  0
 14 15  1  0
 10 11  1  0
  7 21  1  0
  4  5  1  0
  5  1  1  0
  1  2  1  0
 22 23  2  0
 22 24  1  0
 19 22  1  0
M  CHG  2  22   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3220141

   4-(3-Nitrophenyl)spiro[chromene-2,1'-cyclopentane]-7-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: 323.35

Molecular Weight (Monoisotopic): 323.1158

AlogP: 4.44

#Rotatable Bonds: 2

Polar Surface Area: 72.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.92

CX Basic pKa: ┄

CX LogP: 4.52

CX LogD: 4.51

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.65

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