N-(1-Aminoethylidene)-3-(4-chlorophenyl)-N'-((4-methoxyphenyl)sulfonyl)-4-phenyl-4,5-dihydro-1H-pyrazole-1-carboximidamide

ID: ALA4088193

PubChem CID: 137643214

Max Phase: Preclinical

Molecular Formula: C25H24ClN5O3S

Molecular Weight: 510.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)/N=C(\N=C(/C)N)N2CC(c3ccccc3)C(c3ccc(Cl)cc3)=N2)cc1

Standard InChI:  InChI=1S/C25H24ClN5O3S/c1-17(27)28-25(30-35(32,33)22-14-12-21(34-2)13-15-22)31-16-23(18-6-4-3-5-7-18)24(29-31)19-8-10-20(26)11-9-19/h3-15,23H,16H2,1-2H3,(H2,27,28,30)

Standard InChI Key:  USZJQXRJRFDUQO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.8896  -23.0258    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0996  -23.2341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4257  -20.5601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1056  -21.0133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5496  -18.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6240  -17.2129    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6913  -21.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7834  -24.5471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8165  -25.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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 25 20  1  0
  8 20  1  0
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 27 28  1  0
 28 29  2  0
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 31 26  1  0
  7 26  1  0
 23 32  1  0
 12 33  1  0
 17 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4088193

   ---

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: 510.02

Molecular Weight (Monoisotopic): 509.1288

AlogP: 4.27

#Rotatable Bonds: 5

Polar Surface Area: 109.71

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.85

CX LogP: 3.74

CX LogD: 3.16

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.41

Np Likeness Score: -0.81

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