N-(Amino(3-methoxyphenyl)methylene)-3-(4-chlorophenyl)-N'-((4-chlorophenyl)sulfonyl)-4-phenyl-4,5-dihydro-1Hpyrazole-1-carboximidamide

ID: ALA4100767

PubChem CID: 137661920

Max Phase: Preclinical

Molecular Formula: C30H25Cl2N5O3S

Molecular Weight: 606.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(/C(N)=N\C(=N/S(=O)(=O)c2ccc(Cl)cc2)N2CC(c3ccccc3)C(c3ccc(Cl)cc3)=N2)c1

Standard InChI:  InChI=1S/C30H25Cl2N5O3S/c1-40-25-9-5-8-22(18-25)29(33)34-30(36-41(38,39)26-16-14-24(32)15-17-26)37-19-27(20-6-3-2-4-7-20)28(35-37)21-10-12-23(31)13-11-21/h2-18,27H,19H2,1H3,(H2,33,34,36)

Standard InChI Key:  GBALTQDOULZRTG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   28.1271  -25.7003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3417  -24.9120    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.5517  -25.1202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8778  -22.4462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5578  -22.8995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2002  -22.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9160  -21.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1004  -21.6612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5898  -23.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8987  -24.1521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3130  -24.0965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1755  -23.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4844  -24.2076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   26.3934  -19.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5839  -19.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2832  -20.5037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.6335  -20.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2701  -19.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4501  -19.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0017  -20.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0761  -19.0991    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.2355  -26.4333    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.8066  -22.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2222  -21.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.2128  -22.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7988  -23.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4246  -23.0432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8437  -22.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
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  6 10  1  0
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 26 21  1  0
  9 21  1  0
 27 28  2  0
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 30 31  1  0
 31 32  2  0
 32 27  1  0
  8 27  1  0
 24 33  1  0
 18 34  1  0
 13  1  1  0
  1 35  2  0
 35 36  1  0
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 37 38  1  0
 38 39  2  0
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 38 40  1  0
 40 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4100767

   ---

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: 606.54

Molecular Weight (Monoisotopic): 605.1055

AlogP: 5.96

#Rotatable Bonds: 6

Polar Surface Area: 109.71

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.24

CX LogP: 6.20

CX LogD: 6.17

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.22

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