9-Phenyl-7-(phenylamino)phenanthridin-6(5H)-one

ID: ALA4741270

PubChem CID: 162646666

Max Phase: Preclinical

Molecular Formula: C25H18N2O

Molecular Weight: 362.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1[nH]c2ccccc2c2cc(-c3ccccc3)cc(Nc3ccccc3)c12

Standard InChI:  InChI=1S/C25H18N2O/c28-25-24-21(20-13-7-8-14-22(20)27-25)15-18(17-9-3-1-4-10-17)16-23(24)26-19-11-5-2-6-12-19/h1-16,26H,(H,27,28)

Standard InChI Key:  LHUKYVNIYFDOOU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.9707   -9.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3856   -8.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6770   -8.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3885   -9.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6753   -9.7689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0910  -10.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0971   -9.7722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3778  -11.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6728  -10.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9606  -10.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9521  -11.8043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6619  -12.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3712  -11.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7960  -11.0079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0760  -12.2298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2452  -12.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5407  -11.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8301  -12.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8227  -13.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5320  -13.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2397  -13.0188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0703  -13.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3580  -13.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3519  -14.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0573  -14.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7702  -14.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7728  -13.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  6  1  0
  5  3  1  0
  3  4  2  0
  4  1  1  0
  5  6  2  0
  5  8  1  0
  6 10  1  0
  9  7  1  0
  7  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7 15  2  0
 14 16  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 12 17  1  0
 16 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741270

   ---

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: 362.43

Molecular Weight (Monoisotopic): 362.1419

AlogP: 6.09

#Rotatable Bonds: 3

Polar Surface Area: 44.89

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.13

CX LogD: 7.13

Aromatic Rings: 5

Heavy Atoms: 28

QED Weighted: 0.38

Np Likeness Score: -0.41

References

1. Rocchi D,Blázquez-Barbadillo C,Agamennone M,Laghezza A,Tortorella P,Vicente-Zurdo D,Rosales-Conrado N,Moyano P,Pino JD,González JF,Menéndez JC.  (2021)  Discovery of 7-aminophenanthridin-6-one as a new scaffold for matrix metalloproteinase inhibitors with multitarget neuroprotective activity.,  210  [PMID:33310289] [10.1016/j.ejmech.2020.113061]

Source

Source(1):

• Scientific Literature