7-((4-Methoxyphenyl)amino)-9-(thiophen-2-yl)phenanthridin-6(5H)-one

ID: ALA4741456

PubChem CID: 162646678

Max Phase: Preclinical

Molecular Formula: C24H18N2O2S

Molecular Weight: 398.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Nc2cc(-c3cccs3)cc3c2c(=O)[nH]c2ccccc23)cc1

Standard InChI:  InChI=1S/C24H18N2O2S/c1-28-17-10-8-16(9-11-17)25-21-14-15(22-7-4-12-29-22)13-19-18-5-2-3-6-20(18)26-24(27)23(19)21/h2-14,25H,1H3,(H,26,27)

Standard InChI Key:  JCAULMHEVXFBGL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   34.2981   -8.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5895   -8.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3009   -9.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5878   -9.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0034  -10.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.2837  -12.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7085  -11.2060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9885  -12.4280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1577  -12.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9827  -13.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.2743  -13.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0703  -13.2083    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.2705  -13.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2644  -14.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9697  -14.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6827  -14.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6852  -13.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9651  -15.6941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2551  -16.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 21 22  1  0
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 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 18  1  0
 25 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741456

   ---

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: 398.49

Molecular Weight (Monoisotopic): 398.1089

AlogP: 6.16

#Rotatable Bonds: 4

Polar Surface Area: 54.12

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.75

CX LogD: 6.75

Aromatic Rings: 5

Heavy Atoms: 29

QED Weighted: 0.36

Np Likeness Score: -0.91

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