4-((4aS,10bR)-7-ethoxy-1,2,3,4,4a,5,6,10b-octahydrobenzo[h][1,6]naphthyridin-5-yl)benzoic acid

ID: ALA5176884

PubChem CID: 168277805

Max Phase: Preclinical

Molecular Formula: C23H26N2O4

Molecular Weight: 394.47

Names and Identifiers

Canonical SMILES:  CCOc1cccc2c1N(C(C)=O)[C@@H](c1ccc(C(=O)O)cc1)[C@H]1CCCN[C@@H]21

Standard InChI:  InChI=1S/C23H26N2O4/c1-3-29-19-8-4-6-18-20-17(7-5-13-24-20)21(25(14(2)26)22(18)19)15-9-11-16(12-10-15)23(27)28/h4,6,8-12,17,20-21,24H,3,5,7,13H2,1-2H3,(H,27,28)/t17-,20+,21-/m0/s1

Standard InChI Key:  JLWIMWXOVPBUST-WMQCIHAUSA-N

Molfile:  

 
     RDKit          2D

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    0.3571    1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6556    1.8211    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4677    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4986   -1.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 29 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5176884

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 394.47

Molecular Weight (Monoisotopic): 394.1893

AlogP: 3.93

#Rotatable Bonds: 4

Polar Surface Area: 78.87

Molecular Species: ZWITTERION

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.02

CX Basic pKa: 8.96

CX LogP: 0.20

CX LogD: 0.19

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.82

Np Likeness Score: -0.03

References

1. Goebel GL, Hohnen L, Borgelt L, Hommen P, Qiu X, Lightfoot H, Wu P..  (2022)  Small molecules with tetrahydroquinoline-containing Povarov scaffolds as inhibitors disrupting the Protein-RNA interaction of LIN28-let-7.,  228  [PMID:34883291] [10.1016/j.ejmech.2021.114014]

Source

Source(1):

• Scientific Literature