N-(1-Amino-2-(benzylthio)ethylidene)-3-(4-chlorophenyl)-N'-((4-chlorophenyl)sulfonyl)-4-phenyl-4,5-dihydro-1H-pyrazole-1-carboximidamide

ID: ALA4097908

PubChem CID: 137660185

Max Phase: Preclinical

Molecular Formula: C30H25Cl2N5O2S2

Molecular Weight: 622.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N/C(=N/C(=N\S(=O)(=O)c1ccc(Cl)cc1)N1CC(c2ccccc2)C(c2ccc(Cl)cc2)=N1)SCc1ccccc1

Standard InChI:  InChI=1S/C30H25Cl2N5O2S2/c31-24-13-11-23(12-14-24)28-27(22-9-5-2-6-10-22)19-37(35-28)30(34-29(33)40-20-21-7-3-1-4-8-21)36-41(38,39)26-17-15-25(32)16-18-26/h1-18,27H,19-20H2,(H2,33,34,36)

Standard InChI Key:  HCTXPMQHLDXHOT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.5745  -24.8850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9006  -22.2110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5806  -22.6642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2230  -22.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9387  -21.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1232  -21.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6126  -23.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9215  -23.9168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3358  -23.8613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1983  -23.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.6067  -19.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3060  -20.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8140  -20.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3876  -20.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2042  -20.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6562  -20.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2929  -19.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4729  -19.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0245  -19.9840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0989  -18.8638    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.2583  -26.1980    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.1662  -22.7198    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.4430  -22.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7519  -22.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.3389  -22.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3705  -23.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0987  -24.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7864  -23.5889    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
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 18 19  2  0
 19 14  1  0
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 22 23  2  0
 23 24  1  0
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 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
 17 33  1  0
 12 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4097908

   ---

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: 622.60

Molecular Weight (Monoisotopic): 621.0827

AlogP: 6.79

#Rotatable Bonds: 6

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: 5.61

CX LogP: 7.49

CX LogD: 7.49

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.19

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