Methyl N'-((3-(4-Chlorophenyl)-4-phenyl-4,5-dihydro-1H-pyrazol-1-yl)((naphthalen-2-ylsulfonyl)imino)methyl)-carbamimidothioate

ID: ALA4095806

PubChem CID: 137655025

Max Phase: Preclinical

Molecular Formula: C28H24ClN5O2S2

Molecular Weight: 562.12

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS/C(N)=N\C(=N/S(=O)(=O)c1ccc2ccccc2c1)N1CC(c2ccccc2)C(c2ccc(Cl)cc2)=N1

Standard InChI:  InChI=1S/C28H24ClN5O2S2/c1-37-27(30)31-28(33-38(35,36)24-16-13-19-7-5-6-10-22(19)17-24)34-18-25(20-8-3-2-4-9-20)26(32-34)21-11-14-23(29)15-12-21/h2-17,25H,18H2,1H3,(H2,30,31,33)

Standard InChI Key:  FTPBZQMMOCVKDB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.7206  -22.7782    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.9306  -22.9865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2567  -20.3125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9367  -20.7657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5791  -20.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2949  -19.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4794  -19.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9688  -21.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.6490  -17.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.3806  -18.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4550  -16.9653    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.5224  -20.8212    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.7992  -20.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8559  -23.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8890  -23.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6148  -24.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3081  -23.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.5446  -22.6606    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  1  0
  6  7  1  0
  7  8  1  0
  8  4  2  0
  5  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  2  0
 12 13  1  0
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  2 14  1  0
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 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  8 18  1  0
 24 25  2  0
 25 26  1  0
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 27 28  1  0
 28 29  2  0
 29 24  1  0
  7 24  1  0
 21 30  1  0
 12 31  1  0
 31 32  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095806

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 562.12

Molecular Weight (Monoisotopic): 561.1060

AlogP: 5.72

#Rotatable Bonds: 4

Polar Surface Area: 100.48

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 5.69

CX LogP: 6.26

CX LogD: 6.25

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.25

Np Likeness Score: -0.94

References

1. Iyer MR, Cinar R, Katz A, Gao M, Erdelyi K, Jourdan T, Coffey NJ, Pacher P, Kunos G..  (2017)  Design, Synthesis, and Biological Evaluation of Novel, Non-Brain-Penetrant, Hybrid Cannabinoid CB1R Inverse Agonist/Inducible Nitric Oxide Synthase (iNOS) Inhibitors for the Treatment of Liver Fibrosis.,  60  (3): [PMID:28085283] [10.1021/acs.jmedchem.6b01504]

Source

Source(1):

• Scientific Literature