3-((3aS,4R,9bR)-5-acetyl-6-ethoxy-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinolin-4-yl)benzoic acid

ID: ALA5197004

PubChem CID: 168285582

Max Phase: Preclinical

Molecular Formula: C23H23NO4

Molecular Weight: 377.44

Names and Identifiers

Canonical SMILES:  CCOc1cccc2c1N(C(C)=O)[C@@H](c1cccc(C(=O)O)c1)[C@H]1CC=C[C@@H]21

Standard InChI:  InChI=1S/C23H23NO4/c1-3-28-20-12-6-11-19-17-9-5-10-18(17)21(24(14(2)25)22(19)20)15-7-4-8-16(13-15)23(26)27/h4-9,11-13,17-18,21H,3,10H2,1-2H3,(H,26,27)/t17-,18+,21+/m1/s1

Standard InChI Key:  KZHKKFPHDWPLFI-LQWHRVPQSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5197004

   ---

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: 377.44

Molecular Weight (Monoisotopic): 377.1627

AlogP: 4.55

#Rotatable Bonds: 4

Polar Surface Area: 66.84

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.03

CX Basic pKa: ┄

CX LogP: 3.47

CX LogD: 0.33

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.79

Np Likeness Score: -0.11

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