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

ID: ALA4103562

PubChem CID: 137657468

Max Phase: Preclinical

Molecular Formula: C25H21ClF3N5O2S2

Molecular Weight: 580.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS/C(N)=N\C(=N/S(=O)(=O)c1ccc(C(F)(F)F)cc1)N1CC(c2ccccc2)C(c2ccc(Cl)cc2)=N1

Standard InChI:  InChI=1S/C25H21ClF3N5O2S2/c1-37-23(30)31-24(33-38(35,36)20-13-9-18(10-14-20)25(27,28)29)34-15-21(16-5-3-2-4-6-16)22(32-34)17-7-11-19(26)12-8-17/h2-14,21H,15H2,1H3,(H2,30,31,33)

Standard InChI Key:  FTGCSCGERPAADR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   16.1210   -7.6890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3356   -6.9007    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.5456   -7.1090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8717   -4.4350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5517   -4.8882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1941   -4.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9098   -3.6141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0943   -3.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5837   -5.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8926   -6.1409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3069   -6.0853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   13.4783   -6.1964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0622   -7.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0912   -8.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8136   -8.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5057   -8.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.8935   -2.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3873   -1.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5778   -1.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2771   -2.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7852   -3.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3587   -2.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1753   -2.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6273   -2.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2640   -1.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4440   -1.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9956   -2.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0700   -1.0878    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.1373   -4.9438    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.4141   -4.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2294   -8.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2626   -9.2386    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.9200   -7.9851    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.9345   -8.8281    0.0000 F   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
 11  2  1  0
  2 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
  8 20  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
  7 26  1  0
 23 32  1  0
 12 33  1  0
 33 34  1  0
 17 35  1  0
 35 36  1  0
 35 37  1  0
 35 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4103562

   ---

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: 580.06

Molecular Weight (Monoisotopic): 579.0777

AlogP: 5.58

#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: 6.15

CX LogD: 6.14

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.32

Np Likeness Score: -1.11

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