1-(3-(4-Chloro-3,5-dimethylphenoxy)propyl)-4-((4-ethylphenyl)sulfonyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid

ID: ALA4848433

PubChem CID: 161875282

Max Phase: Preclinical

Molecular Formula: C26H30ClNO5S

Molecular Weight: 504.05

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1ccc(S(=O)(=O)c2c(C)c(C(=O)O)n(CCCOc3cc(C)c(Cl)c(C)c3)c2C)cc1

Standard InChI:  InChI=1S/C26H30ClNO5S/c1-6-20-8-10-22(11-9-20)34(31,32)25-18(4)24(26(29)30)28(19(25)5)12-7-13-33-21-14-16(2)23(27)17(3)15-21/h8-11,14-15H,6-7,12-13H2,1-5H3,(H,29,30)

Standard InChI Key:  YCDMNFKHKZBRGK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
    4.0252   -9.3880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6169   -8.6755    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2040   -9.3854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3235   -8.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0851   -8.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6231   -7.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1943   -7.2362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3914   -7.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5125   -6.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0123   -5.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3305   -5.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8304   -4.4015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1486   -3.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9642   -3.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2825   -2.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7849   -2.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9655   -2.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6510   -2.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4641   -1.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1027   -1.3742    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.1010   -2.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4454   -8.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7981   -8.7545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9150   -7.3303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8948   -8.2797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8819   -7.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1592   -7.0581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4530   -7.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4740   -8.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1972   -8.7082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2749   -9.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7660   -6.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7289   -7.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7096   -6.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  4  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 17 19  1  0
 16 20  1  0
 15 21  1  0
  6 22  1  0
 22 23  1  0
 22 24  2  0
  4  2  1  0
  2 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
  5 31  1  0
  8 32  1  0
 28 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4848433

   ---

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: 504.05

Molecular Weight (Monoisotopic): 503.1533

AlogP: 5.94

#Rotatable Bonds: 9

Polar Surface Area: 85.60

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.24

CX Basic pKa: ┄

CX LogP: 6.82

CX LogD: 3.38

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.37

Np Likeness Score: -1.16

References

1. Zhu PJ, Yu ZZ, Lv YF, Zhao JL, Tong YY, You QD, Jiang ZY..  (2021)  Discovery of 3,5-Dimethyl-4-Sulfonyl-1H-Pyrrole-Based Myeloid Cell Leukemia 1 Inhibitors with High Affinity, Selectivity, and Oral Bioavailability.,  64  (15.0): [PMID:34342996] [10.1021/acs.jmedchem.1c00682]

Source

Source(1):

• Scientific Literature