4-Ethyl-N-methyl-5,6-dihydro-8,9-diacetoxyphenanthridine

ID: ALA4876059

PubChem CID: 77461116

Max Phase: Preclinical

Molecular Formula: C20H21NO4

Molecular Weight: 339.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1cccc2c1N(C)Cc1cc(OC(C)=O)c(OC(C)=O)cc1-2

Standard InChI:  InChI=1S/C20H21NO4/c1-5-14-7-6-8-16-17-10-19(25-13(3)23)18(24-12(2)22)9-15(17)11-21(4)20(14)16/h6-10H,5,11H2,1-4H3

Standard InChI Key:  UPIGADVGBZTWQV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   13.0974   -3.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0963   -3.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8090   -4.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8072   -2.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5205   -3.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5193   -3.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2341   -4.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9546   -3.9823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2364   -2.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9549   -3.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6755   -2.7402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6788   -1.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9555   -1.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2379   -1.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6661   -4.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3850   -2.7420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3836   -4.3888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6716   -3.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3848   -1.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3863   -3.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1003   -2.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6722   -3.1544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9588   -4.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0970   -1.5080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6723   -1.5084    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
  5  9  1  0
  6  7  1  0
  7  8  1  0
  8 10  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
  8 15  1  0
  1 16  1  0
  2 17  1  0
 17 18  1  0
 16 19  1  0
 11 20  1  0
 20 21  1  0
 18 22  2  0
 18 23  1  0
 19 24  2  0
 19 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876059

   (9-acetyloxy-4-ethyl-5-methyl-6H-phenanthridin-8-yl) acetate

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: 339.39

Molecular Weight (Monoisotopic): 339.1471

AlogP: 3.72

#Rotatable Bonds: 3

Polar Surface Area: 55.84

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.89

CX LogP: 3.65

CX LogD: 3.65

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.63

Np Likeness Score: 0.42

References

1. Chen DZ, Fan SR, Yang BJ, Yao HC, Wang YT, Cai JY, Jing CX, Pan ZH, Luo M, Yuze YQ, Liu GJ, Hao XJ..  (2021)  Phenanthridine Derivative Host Heat Shock Cognate 70 Down-Regulators as Porcine Epidemic Diarrhea Virus Inhibitors.,  84  (4.0): [PMID:33760626] [10.1021/acs.jnatprod.0c01252]

Source

Source(1):

• Scientific Literature