ethyl 2-(3-(2,3,5,6,7,8-hexahydro-1H-cyclopenta[b]naphthalen-4-yl)ureido)acetate

ID: ALA4765040

PubChem CID: 162661506

Max Phase: Preclinical

Molecular Formula: C18H24N2O3

Molecular Weight: 316.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)CNC(=O)Nc1c2c(cc3c1CCC3)CCCC2

Standard InChI:  InChI=1S/C18H24N2O3/c1-2-23-16(21)11-19-18(22)20-17-14-8-4-3-6-12(14)10-13-7-5-9-15(13)17/h10H,2-9,11H2,1H3,(H2,19,20,22)

Standard InChI Key:  QXRKBXZKLGWUJF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   37.9710   -2.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3989   -3.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1151   -3.4684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.8299   -3.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5461   -3.4657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.8282   -2.2267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6840   -1.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3955   -2.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0107   -1.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6767   -0.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8553   -1.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2608   -3.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9770   -3.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6916   -3.0468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.9785   -4.2885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.4078   -3.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1184   -3.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6864   -3.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9702   -3.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2644   -3.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2688   -4.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9849   -4.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6969   -4.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  2  0
 18  2  2  0
  2  8  1  0
  7  1  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  7  1  0
  5 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 18 19  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4765040

   ---

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: 316.40

Molecular Weight (Monoisotopic): 316.1787

AlogP: 2.74

#Rotatable Bonds: 4

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.69

CX Basic pKa: ┄

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.84

Np Likeness Score: -0.87

References

1. Harrison D,Boutard N,Brzozka K,Bugaj M,Chmielewski S,Cierpich A,Doedens JR,Fabritius CRY,Gabel CA,Galezowski M,Kowalczyk P,Levenets O,Mroczkowska M,Palica K,Porter RA,Schultz D,Sowinska M,Topolnicki G,Urbanski P,Woyciechowski J,Watt AP.  (2020)  Discovery of a series of ester-substituted NLRP3 inflammasome inhibitors.,  30  (23): [PMID:32956781] [10.1016/j.bmcl.2020.127560]

Source

Source(1):

• Scientific Literature