7,8-Dehydrorutecarpine

ID: ALA4098122

Max Phase: Preclinical

Molecular Formula: C18H11N3O

Molecular Weight: 285.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2ccccc2nc2c3[nH]c4ccccc4c3ccn12

Standard InChI:  InChI=1S/C18H11N3O/c22-18-13-6-2-4-8-15(13)20-17-16-12(9-10-21(17)18)11-5-1-3-7-14(11)19-16/h1-10,19H

Standard InChI Key:  KLONOPPMRIDVGM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 26  0  0  0  0  0  0  0  0999 V2000
    6.8993   -5.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6044   -4.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6062   -6.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8982   -5.8671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3130   -5.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3119   -5.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0220   -6.2805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0243   -4.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0244   -3.8129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7390   -5.0460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7359   -5.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1684   -5.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4529   -4.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1654   -5.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4485   -6.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6164   -7.0964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7764   -6.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4354   -7.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9132   -7.8502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7318   -7.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0704   -7.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5906   -6.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0
  3  6  2  0
  5  2  2  0
  2  1  1  0
  3  4  1  0
  5  6  1  0
  5  8  1  0
  6  7  1  0
  7 11  2  0
 10  8  1  0
  8  9  2  0
 10 11  1  0
 10 13  1  0
 11 15  1  0
 14 12  1  0
 12 13  2  0
 14 15  2  0
 15 16  1  0
 16 18  1  0
 17 14  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
M  END

Alternative Forms

1. Parent:

   

   ALA4098122

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 285.31

Molecular Weight (Monoisotopic): 285.0902

AlogP: 3.48

#Rotatable Bonds: ┄

Polar Surface Area: 50.16

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.61

CX Basic pKa: 4.07

CX LogP: 3.15

CX LogD: 3.15

Aromatic Rings: 5

Heavy Atoms: 22

QED Weighted: 0.44

Np Likeness Score: -0.29

References

1. Mohd Siddique MU, McCann GJ, Sonawane VR, Horley N, Gatchie L, Joshi P, Bharate SB, Jayaprakash V, Sinha BN, Chaudhuri B..  (2017)  Quinazoline derivatives as selective CYP1B1 inhibitors.,  130  [PMID:28259840] [10.1016/j.ejmech.2017.02.032]

2. Mou Y, Wen S, Li YX, Gao XX, Zhang X, Jiang ZY..  (2020)  Recent progress in Keap1-Nrf2 protein-protein interaction inhibitors.,  202  [PMID:32668381] [10.1016/j.ejmech.2020.112532]

Source

Source(1):

• Scientific Literature