3-(N-Piperidinyl)phenanthrene-9-carbonitrile

ID: ALA4538955

PubChem CID: 155548874

Max Phase: Preclinical

Molecular Formula: C20H18N2

Molecular Weight: 286.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cc2ccc(N3CCCCC3)cc2c2ccccc12

Standard InChI:  InChI=1S/C20H18N2/c21-14-16-12-15-8-9-17(22-10-4-1-5-11-22)13-20(15)19-7-3-2-6-18(16)19/h2-3,6-9,12-13H,1,4-5,10-11H2

Standard InChI Key:  SJHNOFHYHWZDFC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   33.7387  -17.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7375  -18.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4497  -19.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4479  -17.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1607  -17.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1614  -18.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8741  -19.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5865  -18.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3001  -19.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0135  -19.6171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8685  -17.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5783  -17.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2813  -17.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2758  -16.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5613  -16.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8612  -16.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0305  -17.5828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0318  -16.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3277  -16.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6181  -16.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6170  -17.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3257  -17.9941    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
  6  7  1  0
  7  8  2  0
  8 12  1  0
 11  5  1  0
  9 10  3  0
  8  9  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 11  2  0
  1 17  1  0
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538955

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 286.38

Molecular Weight (Monoisotopic): 286.1470

AlogP: 4.85

#Rotatable Bonds: 1

Polar Surface Area: 27.03

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.74

CX LogP: 4.77

CX LogD: 4.76

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.60

Np Likeness Score: -0.99

References

1. Perin N, Rep V, Sović I, Juričić Š, Selgrad D, Klobučar M, Pržulj N, Gupta CL, Malod-Dognin N, Pavelić SK, Hranjec M..  (2020)  Antiproliferative activity and mode of action analysis of novel amino and amido substituted phenantrene and naphtho[2,1-b]thiophene derivatives.,  185  [PMID:31734024] [10.1016/j.ejmech.2019.111833]

Source

Source(1):

• Scientific Literature