4-(piperidin-1-yl)-7H-pyrido[4,3,2-de][1,7]phenanthrolin-7-one

ID: ALA3347506

PubChem CID: 10403477

Max Phase: Preclinical

Molecular Formula: C19H16N4O

Molecular Weight: 316.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ncccc2-c2nccc3c(N4CCCCC4)cnc1c23

Standard InChI:  InChI=1S/C19H16N4O/c24-19-17-13(5-4-7-20-17)16-15-12(6-8-21-16)14(11-22-18(15)19)23-9-2-1-3-10-23/h4-8,11H,1-3,9-10H2

Standard InChI Key:  WRGYMSQAWROLSQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.3546  -22.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3534  -23.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0673  -23.4768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0655  -21.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7800  -22.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7787  -23.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4908  -23.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2081  -23.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9195  -23.4719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6330  -23.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6308  -22.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4931  -21.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2088  -22.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9267  -21.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4949  -20.9951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4902  -24.2983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2100  -20.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9269  -20.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3438  -21.8208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0536  -22.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7644  -21.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7674  -21.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0535  -20.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3364  -20.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 12  1  0
  6  7  1  0
  7  8  1  0
 13  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 14  2  0
 12 13  1  0
 13 14  1  0
 14 18  1  0
 17 15  1  0
 15 12  2  0
  7 16  2  0
 17 18  2  0
 11 19  1  0
 19 20  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3347506

   12-Piperidin-1-yl-6,10,16-triazatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2(7),3,5,9,11,13(17),14-octaen-8-one

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: 316.36

Molecular Weight (Monoisotopic): 316.1324

AlogP: 3.23

#Rotatable Bonds: 1

Polar Surface Area: 58.98

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.54

CX LogP: 2.56

CX LogD: 2.56

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.54

Np Likeness Score: 0.01

References

1. Chen JL, Sperry J, Ip NY, Brimble MA.  (2011)  Natural products targeting telomere maintenance,  2  (4): [10.1039/C0MD00241K]

Source

Source(1):

• Scientific Literature