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

ID: ALA5176070

PubChem CID: 168274566

Max Phase: Preclinical

Molecular Formula: C20H16F3NO3

Molecular Weight: 375.35

Names and Identifiers

Canonical SMILES:  O=C(O)c1cccc([C@@H]2Nc3c(OC(F)(F)F)cccc3[C@@H]3C=CC[C@@H]32)c1

Standard InChI:  InChI=1S/C20H16F3NO3/c21-20(22,23)27-16-9-3-8-15-13-6-2-7-14(13)17(24-18(15)16)11-4-1-5-12(10-11)19(25)26/h1-6,8-10,13-14,17,24H,7H2,(H,25,26)/t13-,14+,17+/m1/s1

Standard InChI Key:  FTHCBFGMINJIHE-KEYYUXOJSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5176070

   ---

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: 375.35

Molecular Weight (Monoisotopic): 375.1082

AlogP: 5.11

#Rotatable Bonds: 3

Polar Surface Area: 58.56

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.06

CX Basic pKa: 2.86

CX LogP: 4.78

CX LogD: 1.93

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.73

Np Likeness Score: -0.53

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