SID14736372

ID: ALA1598647

PubChem CID: 2903349

Max Phase: Preclinical

Molecular Formula: C20H23FN2O6

Molecular Weight: 316.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccco1)C1CCN(Cc2ccc(F)cc2)CC1.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C18H21FN2O2.C2H2O4/c19-16-5-3-14(4-6-16)13-21-9-7-15(8-10-21)18(22)20-12-17-2-1-11-23-17;3-1(4)2(5)6/h1-6,11,15H,7-10,12-13H2,(H,20,22);(H,3,4)(H,5,6)

Standard InChI Key:  OOHQIDCESBLDCO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
    6.1944    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5444   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1944   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5444    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7819    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9569    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7085    4.2596    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5313   -3.2378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8638   -0.2779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9940    0.5471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1494   -1.5154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4349   -0.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1494   -0.6904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2796   -0.6904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4349    0.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7085    1.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9940   -0.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2796    0.9596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7085    0.9596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8638   -2.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9940    2.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4230    2.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8638   -1.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7085    3.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9940    3.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4230    3.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1964   -3.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2763   -4.0224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4513   -4.0224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  2  0
  2  6  2  0
  3  5  1  0
  4  6  1  0
  5  6  1  0
  7 24  1  0
  8 20  1  0
  8 28  1  0
  9 13  2  0
 10 17  1  0
 10 18  1  0
 10 19  1  0
 11 13  1  0
 11 23  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 14 17  1  0
 15 18  1  0
 16 19  1  0
 16 21  2  0
 16 22  1  0
 20 23  1  0
 20 27  2  0
 21 25  1  0
 22 26  2  0
 24 25  2  0
 24 26  1  0
 27 29  1  0
 28 29  2  0
M  END

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: 316.38

Molecular Weight (Monoisotopic): 316.1587

AlogP: 2.95

#Rotatable Bonds: 5

Polar Surface Area: 45.48

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.41

CX Basic pKa: 8.12

CX LogP: 2.33

CX LogD: 1.54

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.92

Np Likeness Score: -2.14

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays