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

ID: ALA4552806

PubChem CID: 155556014

Max Phase: Preclinical

Molecular Formula: C19H17N3

Molecular Weight: 287.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cc2ccc(N3CCNCC3)cc2c2ccccc12

Standard InChI:  InChI=1S/C19H17N3/c20-13-15-11-14-5-6-16(22-9-7-21-8-10-22)12-19(14)18-4-2-1-3-17(15)18/h1-6,11-12,21H,7-10H2

Standard InChI Key:  SUXBKOBCQQFWGI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    4.4436  -25.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4425  -26.1442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1546  -26.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1528  -24.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8656  -25.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8663  -26.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5790  -26.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2914  -26.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0050  -26.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7184  -26.9471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5734  -24.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2832  -25.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9862  -24.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9807  -24.0785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2663  -23.6784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5662  -24.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7354  -24.9127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345  -24.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0282  -25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0263  -23.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3200  -24.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191  -24.0972    0.0000 N   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 19  1  0
 18 20  1  0
 19 21  1  0
 21 22  1  0
 22 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4552806

   ---

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: 287.37

Molecular Weight (Monoisotopic): 287.1422

AlogP: 3.27

#Rotatable Bonds: 1

Polar Surface Area: 39.06

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.88

CX LogP: 3.38

CX LogD: 1.90

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.70

Np Likeness Score: -0.91

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