8,9-bis((1,5-dimethyl-1H-pyrazol-3-yl)methoxy)-4-ethyl-N-methyl-5,6-dihydrophenanthridine

ID: ALA4850029

PubChem CID: 164611124

Max Phase: Preclinical

Molecular Formula: C28H33N5O2

Molecular Weight: 471.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1cccc2c1N(C)Cc1cc(OCc3cnn(C)c3C)c(OCc3cc(C)n(C)n3)cc1-2

Standard InChI:  InChI=1S/C28H33N5O2/c1-7-20-9-8-10-24-25-13-27(35-17-23-11-18(2)32(5)30-23)26(12-21(25)15-31(4)28(20)24)34-16-22-14-29-33(6)19(22)3/h8-14H,7,15-17H2,1-6H3

Standard InChI Key:  DLVDFLNVTCSUPV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
    5.4650  -13.2326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4639  -14.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1786  -14.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1768  -12.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8921  -13.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8910  -14.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6078  -14.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3305  -14.0642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6102  -12.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3308  -13.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0534  -12.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0567  -11.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3313  -11.5653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6117  -11.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0440  -14.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7504  -12.8204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7490  -14.4719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0349  -14.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7502  -11.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7663  -13.2339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4822  -12.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0357  -11.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3202  -14.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721  -14.1328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0196  -14.7454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4316  -15.4602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2386  -15.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9538  -10.7651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1468  -10.5938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7345  -11.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2868  -11.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9140  -11.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8111   -9.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1993  -14.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4031  -13.3253    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
 19 22  1  0
 18 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 23  1  0
 22 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 22  1  0
 30 32  1  0
 29 33  1  0
 25 34  1  0
 24 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4850029

   ---

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: 471.61

Molecular Weight (Monoisotopic): 471.2634

AlogP: 5.11

#Rotatable Bonds: 7

Polar Surface Area: 57.34

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.16

CX LogP: 4.91

CX LogD: 4.91

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: -0.81

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