Ethyl ((3-(3-(2-(2-cyclopropyl-1H-imidazol-1-yl)acetyl)phenyl)-5-isobutylthiophen-2-yl)sulfonyl)carbamate

ID: ALA4747530

PubChem CID: 162650706

Max Phase: Preclinical

Molecular Formula: C25H29N3O5S2

Molecular Weight: 515.66

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)NS(=O)(=O)c1sc(CC(C)C)cc1-c1cccc(C(=O)Cn2ccnc2C2CC2)c1

Standard InChI:  InChI=1S/C25H29N3O5S2/c1-4-33-25(30)27-35(31,32)24-21(14-20(34-24)12-16(2)3)18-6-5-7-19(13-18)22(29)15-28-11-10-26-23(28)17-8-9-17/h5-7,10-11,13-14,16-17H,4,8-9,12,15H2,1-3H3,(H,27,30)

Standard InChI Key:  VPJYDALZQJGKRV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.8156   -9.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4009   -9.9626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4802   -4.6658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2187  -10.8669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1872   -6.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0097   -6.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7795   -6.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6351  -10.7831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5130   -5.4886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5839   -9.9673    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.6977   -5.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1550  -10.1914    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.9884   -9.2574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7133   -7.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3418   -7.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0454   -8.2734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.1958   -6.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9492  -11.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1825   -5.4531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7461   -8.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9976  -12.0485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5851  -10.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9648   -6.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5633   -8.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7970   -4.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4932   -9.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8204  -11.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1614   -4.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8597   -8.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4275   -6.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0627   -6.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3636  -13.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15 32  1  0
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 16 14  1  0
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 14 20  2  0
 29 12  1  0
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 10 13  2  0
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  1 27  2  0
 25 30  1  0
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  7 22  2  0
  2 10  2  0
  1 12  1  0
 29 17  1  0
 20  7  1  0
  3 31  1  0
 25 19  1  0
 20  6  1  0
 24 18  1  0
  7 26  1  0
 21 24  1  0
  6 15  2  0
  8 10  1  0
 16 32  2  0
 33  5  1  0
 34 33  1  0
  5 34  1  0
 18 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4747530

   ---

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: 515.66

Molecular Weight (Monoisotopic): 515.1549

AlogP: 5.01

#Rotatable Bonds: 10

Polar Surface Area: 107.36

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.61

CX Basic pKa: 6.99

CX LogP: 3.60

CX LogD: 4.14

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: -0.92

References

1. Wannberg J,Gising J,Lindman J,Salander J,Gutiérrez-de-Terán H,Ablahad H,Hamid S,Grönbladh A,Spizzo I,Gaspari TA,Widdop RE,Hallberg A,Backlund M,Leśniak A,Hallberg M,Larhed M.  (2021)  N-(Methyloxycarbonyl)thiophene sulfonamides as high affinity AT2 receptor ligands.,  29  [PMID:33309749] [10.1016/j.bmc.2020.115859]

Source

Source(1):

• Scientific Literature