4-(4-(4-(methylsulfonyl)phenyl)-2-oxo-1-propyl-2,5-dihydro-1H-pyrrol-3-yl)benzaldehyde

ID: ALA4581902

PubChem CID: 155561465

Max Phase: Preclinical

Molecular Formula: C21H21NO4S

Molecular Weight: 383.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCN1CC(c2ccc(S(C)(=O)=O)cc2)=C(c2ccc(C=O)cc2)C1=O

Standard InChI:  InChI=1S/C21H21NO4S/c1-3-12-22-13-19(16-8-10-18(11-9-16)27(2,25)26)20(21(22)24)17-6-4-15(14-23)5-7-17/h4-11,14H,3,12-13H2,1-2H3

Standard InChI Key:  BHDGTKIPPFVMJR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.9037   -4.6517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6168   -4.2453    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.9083   -3.8268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3373   -7.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1623   -7.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4151   -7.8480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7435   -8.3331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0760   -7.8480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9061   -6.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0479   -4.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6059   -6.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1987   -8.1050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0852   -6.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3040   -5.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8729   -4.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6540   -5.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2327   -5.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4309   -6.4136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7435   -9.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8786   -5.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6722   -4.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5014   -4.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9491   -4.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4566   -9.5727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4566  -10.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0149   -3.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5770   -3.5634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  5  4  2  0
  6  5  1  0
  7  8  1  0
  8  4  1  0
  9  4  1  0
 10 16  1  0
 11  5  1  0
 12  6  2  0
 13  9  1  0
 14  9  2  0
 15 14  1  0
 16 13  2  0
 17 11  1  0
 18 11  2  0
 19  7  1  0
 20 18  1  0
 21 17  2  0
 22 21  1  0
 23 22  1  0
 24 19  1  0
 25 24  1  0
  6  7  1  0
 10 15  2  0
 22 20  2  0
 10  2  1  0
  2 26  1  0
 23 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4581902

   ---

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: 383.47

Molecular Weight (Monoisotopic): 383.1191

AlogP: 3.07

#Rotatable Bonds: 6

Polar Surface Area: 71.52

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.47

CX Basic pKa: ┄

CX LogP: 2.41

CX LogD: 2.41

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.72

Np Likeness Score: -0.28

References

1. Manevski N, King L, Pitt WR, Lecomte F, Toselli F..  (2019)  Metabolism by Aldehyde Oxidase: Drug Design and Complementary Approaches to Challenges in Drug Discovery.,  62  (24): [PMID:31385704] [10.1021/acs.jmedchem.9b00875]

Source

Source(1):

• Scientific Literature