2-[[2-(4-hydroxyanilino)-2-oxo-ethyl]sulfamoyl]-N-(2-pyrrolidin-1-ylethyl)benzamide

ID: ALA4751896

PubChem CID: 146623978

Max Phase: Preclinical

Molecular Formula: C21H26N4O5S

Molecular Weight: 446.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CNS(=O)(=O)c1ccccc1C(=O)NCCN1CCCC1)Nc1ccc(O)cc1

Standard InChI:  InChI=1S/C21H26N4O5S/c26-17-9-7-16(8-10-17)24-20(27)15-23-31(29,30)19-6-2-1-5-18(19)21(28)22-11-14-25-12-3-4-13-25/h1-2,5-10,23,26H,3-4,11-15H2,(H,22,28)(H,24,27)

Standard InChI Key:  CKYGMFLSYPZZTI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.5466   -3.1331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2156   -2.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 30 31  1  0
 31 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4751896

   ---

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: 446.53

Molecular Weight (Monoisotopic): 446.1624

AlogP: 1.13

#Rotatable Bonds: 9

Polar Surface Area: 127.84

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.17

CX Basic pKa: 8.13

CX LogP: 0.60

CX LogD: 0.06

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.43

Np Likeness Score: -1.79

References

1. Bazan HA,Bhattacharjee S,Burgos C,Recio J,Abet V,Pahng AR,Jun B,Heap J,Ledet AJ,Gordon WC,Edwards S,Paul D,Alvarez-Builla J,Bazan NG.  (2020)  A novel pipeline of 2-(benzenesulfonamide)-N-(4-hydroxyphenyl) acetamide analgesics that lack hepatotoxicity and retain antipyresis.,  202  [PMID:32629335] [10.1016/j.ejmech.2020.112600]

Source

Source(1):

• Scientific Literature