N-benzyl-4-((3-chlorophenyl)sulfamoyl)-N-propylbenzamide

ID: ALA5186508

PubChem CID: 126970809

Max Phase: Preclinical

Molecular Formula: C23H23ClN2O3S

Molecular Weight: 442.97

Names and Identifiers

Canonical SMILES:  CCCN(Cc1ccccc1)C(=O)c1ccc(S(=O)(=O)Nc2cccc(Cl)c2)cc1

Standard InChI:  InChI=1S/C23H23ClN2O3S/c1-2-15-26(17-18-7-4-3-5-8-18)23(27)19-11-13-22(14-12-19)30(28,29)25-21-10-6-9-20(24)16-21/h3-14,16,25H,2,15,17H2,1H3

Standard InChI Key:  VMGWOAVOASXXIH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.2131   -0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0718    2.2701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7865    1.0324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9305    1.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6426    1.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6426    0.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9323   -0.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2157    0.2036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7865    0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9262   -2.2701    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0718   -0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5186508

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 442.97

Molecular Weight (Monoisotopic): 442.1118

AlogP: 5.19

#Rotatable Bonds: 8

Polar Surface Area: 66.48

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.51

CX Basic pKa: ┄

CX LogP: 4.97

CX LogD: 4.76

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.52

Np Likeness Score: -2.04

References

1. Hanke T, Mathea S, Woortman J, Salah E, Berger BT, Tumber A, Kashima R, Hata A, Kuster B, Müller S, Knapp S..  (2022)  Development and Characterization of Type I, Type II, and Type III LIM-Kinase Chemical Probes.,  65  (19.0): [PMID:36136092] [10.1021/acs.jmedchem.2c01106]

2. Collins R, Lee H, Jones DH, Elkins JM, Gillespie JA, Thomas C, Baldwin AG, Jones K, Waters L, Paine M, Atack JR, Ward SE, Grubisha O, Foley DW..  (2022)  Comparative Analysis of Small-Molecule LIMK1/2 Inhibitors: Chemical Synthesis, Biochemistry, and Cellular Activity.,  65  (20.0): [PMID:36205722] [10.1021/acs.jmedchem.2c00751]

Source

Source(1):

• Scientific Literature