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

ID: ALA4085630

PubChem CID: 137648728

Max Phase: Preclinical

Molecular Formula: C24H21Cl2N5O2S2

Molecular Weight: 546.51

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H21Cl2N5O2S2/c1-34-23(27)28-24(30-35(32,33)20-13-11-19(26)12-14-20)31-15-21(16-5-3-2-4-6-16)22(29-31)17-7-9-18(25)10-8-17/h2-14,21H,15H2,1H3,(H2,27,28,30)

Standard InChI Key:  GDSSETOTAPQCDJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
    6.0423  -22.7534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2569  -21.9651    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4669  -22.1734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7930  -19.4994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730  -19.9526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154  -19.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8312  -18.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0156  -18.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5050  -20.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8139  -21.2052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2282  -21.1497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0907  -20.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3996  -21.2608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9835  -22.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125  -23.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7349  -23.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4270  -23.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3922  -22.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6694  -21.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5115  -18.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8148  -17.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3086  -16.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4991  -16.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1984  -17.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7065  -18.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2800  -18.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0966  -18.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5487  -17.3736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1853  -16.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3653  -16.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9169  -17.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9913  -16.1522    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0586  -20.0082    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3354  -19.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1507  -23.4864    0.0000 Cl  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
M  END

Alternative Forms

1. Parent:

   

   ALA4085630

   ---

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: 546.51

Molecular Weight (Monoisotopic): 545.0514

AlogP: 5.22

#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: 5.87

CX LogD: 5.86

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.36

Np Likeness Score: -0.91

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