(R)-methyl 2-(3-(1,2,3,5,6,7-hexahydros-indacen-4-yl)ureido)-3-(pyridin-3-yl)propanoate

ID: ALA4762524

PubChem CID: 146558463

Max Phase: Preclinical

Molecular Formula: C22H25N3O3

Molecular Weight: 379.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H](Cc1cccnc1)NC(=O)Nc1c2c(cc3c1CCC3)CCC2

Standard InChI:  InChI=1S/C22H25N3O3/c1-28-21(26)19(11-14-5-4-10-23-13-14)24-22(27)25-20-17-8-2-6-15(17)12-16-7-3-9-18(16)20/h4-5,10,12-13,19H,2-3,6-9,11H2,1H3,(H2,24,25,27)/t19-/m1/s1

Standard InChI Key:  PMSRMYZMZCFBKK-LJQANCHMSA-N

Molfile:  

 
     RDKit          2D

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   28.6275  -12.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9130  -11.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3024  -12.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6396  -13.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4585  -12.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.3405  -10.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9542  -10.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6187   -9.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.9184  -12.9320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3457  -12.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2000  -10.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9137  -10.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6298  -10.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3430  -10.4572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3419   -9.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6216   -9.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9114   -9.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 22 23  1  0
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 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762524

   ---

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: 379.46

Molecular Weight (Monoisotopic): 379.1896

AlogP: 2.96

#Rotatable Bonds: 5

Polar Surface Area: 80.32

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.66

CX Basic pKa: 4.92

CX LogP: 3.75

CX LogD: 3.75

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.78

Np Likeness Score: -0.63

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