9-(Furan-2-yl)-7-(phenylamino)phenanthridin-6(5H)-one

ID: ALA4742183

PubChem CID: 162645502

Max Phase: Preclinical

Molecular Formula: C23H16N2O2

Molecular Weight: 352.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1[nH]c2ccccc2c2cc(-c3ccco3)cc(Nc3ccccc3)c12

Standard InChI:  InChI=1S/C23H16N2O2/c26-23-22-18(17-9-4-5-10-19(17)25-23)13-15(21-11-6-12-27-21)14-20(22)24-16-7-2-1-3-8-16/h1-14,24H,(H,25,26)

Standard InChI Key:  ZAPNBHGFIWFOTQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
    5.0916   -2.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0904   -3.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5053   -2.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7967   -1.9890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5081   -3.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7950   -3.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2107   -4.4493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2168   -3.6267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4975   -4.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7925   -4.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0803   -4.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0718   -5.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7816   -6.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4909   -5.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9157   -4.8624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1957   -6.0844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3649   -6.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292   -5.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0807   -6.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4815   -7.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2776   -6.8648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1900   -6.9016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4777   -7.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4716   -8.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1770   -8.5334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8899   -8.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8925   -7.3103    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
 12 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  1  0
 16 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4742183

   ---

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: 352.39

Molecular Weight (Monoisotopic): 352.1212

AlogP: 5.68

#Rotatable Bonds: 3

Polar Surface Area: 58.03

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.19

CX LogD: 6.19

Aromatic Rings: 5

Heavy Atoms: 27

QED Weighted: 0.41

Np Likeness Score: -0.63

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