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

ID: ALA4850731

PubChem CID: 159595604

Max Phase: Preclinical

Molecular Formula: C26H28ClNO6S

Molecular Weight: 518.03

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)c1ccc(S(=O)(=O)c2c(C)c(C(=O)O)n(CCCOc3cc(C)c(Cl)c(C)c3)c2C)cc1

Standard InChI:  InChI=1S/C26H28ClNO6S/c1-15-13-21(14-16(2)23(15)27)34-12-6-11-28-18(4)25(17(3)24(28)26(30)31)35(32,33)22-9-7-20(8-10-22)19(5)29/h7-10,13-14H,6,11-12H2,1-5H3,(H,30,31)

Standard InChI Key:  MKUKBCVJQXCFKM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   20.8221  -16.9844    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.4092  -17.6942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5287  -16.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.9147  -14.5749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2296  -15.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  6 22  1  0
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  4  2  1  0
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 28 29  1  0
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 33 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4850731

   ---

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: 518.03

Molecular Weight (Monoisotopic): 517.1326

AlogP: 5.58

#Rotatable Bonds: 9

Polar Surface Area: 102.67

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.24

CX Basic pKa: ┄

CX LogP: 5.41

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.29

Np Likeness Score: -1.09

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