rac-ethyl 2-(3-(1,2,3,5,6,7-hexahydros-indacen-4-yl)ureido)-3-(pyridazin-4-yl)propanoate

ID: ALA4744586

PubChem CID: 142428538

Max Phase: Preclinical

Molecular Formula: C22H26N4O3

Molecular Weight: 394.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)C(Cc1ccnnc1)NC(=O)Nc1c2c(cc3c1CCC3)CCC2

Standard InChI:  InChI=1S/C22H26N4O3/c1-2-29-21(27)19(11-14-9-10-23-24-13-14)25-22(28)26-20-17-7-3-5-15(17)12-16-6-4-8-18(16)20/h9-10,12-13,19H,2-8,11H2,1H3,(H2,25,26,28)

Standard InChI Key:  KOLDSBDWDRJDAV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   39.0272  -19.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4573  -19.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7409  -20.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0264  -19.9510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4158  -20.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7530  -21.2555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5719  -21.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1726  -20.3585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.8862  -19.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6015  -20.3558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.8847  -19.1197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.7391  -18.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4539  -19.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0677  -18.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7322  -17.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9112  -17.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3151  -19.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0304  -20.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7440  -19.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.0320  -21.1781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.4593  -20.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3136  -19.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0273  -18.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7433  -19.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4566  -18.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4555  -17.8774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.7352  -17.4665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.0250  -17.8820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.1731  -19.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0
  3  2  2  0
  2 13  1  0
 12  1  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  3  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  1  0
 10 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  1  0
 17 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 21 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744586

   ---

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: 394.48

Molecular Weight (Monoisotopic): 394.2005

AlogP: 2.75

#Rotatable Bonds: 6

Polar Surface Area: 93.21

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.66

CX Basic pKa: 2.35

CX LogP: 3.12

CX LogD: 3.12

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.74

Np Likeness Score: -0.58

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