SID26727512

ID: ALA1603206

PubChem CID: 2741547

Max Phase: Preclinical

Molecular Formula: C22H27N3O3

Molecular Weight: 381.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C)c(C)c(C(=O)C2CCN(c3ccc([N+](=O)[O-])cn3)CC2)c(C)c1C

Standard InChI:  InChI=1S/C22H27N3O3/c1-13-14(2)16(4)21(17(5)15(13)3)22(26)18-8-10-24(11-9-18)20-7-6-19(12-23-20)25(27)28/h6-7,12,18H,8-11H2,1-5H3

Standard InChI Key:  BMOHPALGFQTCEG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   -1.1462   -2.3786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751    4.2214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1462    4.2214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8607    0.5089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1462    1.7464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8607    3.8089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751   -2.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751   -3.2036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2896   -1.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8607   -1.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2896   -3.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0041   -2.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0041   -3.2036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8607   -1.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8607    1.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1462   -0.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751   -0.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1462    0.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751    0.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8607   -3.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2896   -1.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2896   -4.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7186   -1.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7186   -3.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751    1.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8607    2.9839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1462    2.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751    2.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  2  0
  2  6  1  0
  3  6  2  0
  4 15  1  0
  4 18  1  0
  4 19  1  0
  5 15  1  0
  5 27  2  0
  6 26  1  0
  7  8  2  0
  7  9  1  0
  7 10  1  0
  8 11  1  0
  8 20  1  0
  9 12  2  0
  9 21  1  0
 10 14  1  0
 11 13  2  0
 11 22  1  0
 12 13  1  0
 12 23  1  0
 13 24  1  0
 14 16  1  0
 14 17  1  0
 15 25  2  0
 16 18  1  0
 17 19  1  0
 25 28  1  0
 26 27  1  0
 26 28  2  0
M  CHG  2   2  -1   6   1
M  END

Alternative Forms

1. Parent:

   

   ALA1603206

   [1-(5-Nitropyridin-2-yl)piperidin-4-yl](2,3,4,5,6-pentamethylphenyl)methanone

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: 381.48

Molecular Weight (Monoisotopic): 381.2052

AlogP: 4.63

#Rotatable Bonds: 4

Polar Surface Area: 76.34

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.60

CX LogP: 5.79

CX LogD: 5.79

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.44

Np Likeness Score: -1.39

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays