SID11111751

ID: ALA1472903

PubChem CID: 6603990

Max Phase: Preclinical

Molecular Formula: C21H23FN2O3

Molecular Weight: 370.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1ccc(OC[C@H](O)CN2CC=C(c3ccc(F)cc3)CC2)cc1

Standard InChI:  InChI=1S/C21H23FN2O3/c22-18-5-1-15(2-6-18)16-9-11-24(12-10-16)13-19(25)14-27-20-7-3-17(4-8-20)21(23)26/h1-9,19,25H,10-14H2,(H2,23,26)/t19-/m1/s1

Standard InChI Key:  HFHFPCVDUCBNLG-LJQANCHMSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  1  0  0  0  0  0999 V2000
    1.4259   -0.8256    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7188    1.6494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2899    0.8244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2912    2.8869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8609    1.6494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5767    4.1244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4320    0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7175    0.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4320    1.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1465    0.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1465    2.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8609    0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4333    2.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8622    2.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0030    0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7175   -0.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5754    2.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2899    1.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1478    1.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4333    2.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114   -0.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8622    2.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1478    3.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114    0.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0030   -0.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0043    2.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5767    3.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  1  0
  2 13  1  0
  2 26  1  0
 18  3  1  1
  4 27  2  0
  5 11  1  0
  5 12  1  0
  5 17  1  0
  6 27  1  0
  7  8  1  0
  7  9  2  0
  7 10  1  0
  8 15  2  0
  8 16  1  0
  9 11  1  0
 10 12  1  0
 13 19  2  0
 13 20  1  0
 14 22  2  0
 14 23  1  0
 14 27  1  0
 15 24  1  0
 16 25  2  0
 17 18  1  0
 18 26  1  0
 19 22  1  0
 20 23  2  0
 21 24  2  0
 21 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1472903

   Lopac-R-8900

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: 370.42

Molecular Weight (Monoisotopic): 370.1693

AlogP: 2.45

#Rotatable Bonds: 7

Polar Surface Area: 75.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.97

CX Basic pKa: 7.94

CX LogP: 2.36

CX LogD: 1.71

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.79

Np Likeness Score: -1.04

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays