N-(Amino(4-bromophenyl)methylene)-3-(4-chlorophenyl)-N'-((4-chlorophenyl)sulfonyl)-4-phenyl-4,5-dihydro-1H-pyrazole-1-carboximidamide

ID: ALA4098324

PubChem CID: 137662275

Max Phase: Preclinical

Molecular Formula: C29H22BrCl2N5O2S

Molecular Weight: 655.41

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)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C29H22BrCl2N5O2S/c30-22-10-6-21(7-11-22)28(33)34-29(36-40(38,39)25-16-14-24(32)15-17-25)37-18-26(19-4-2-1-3-5-19)27(35-37)20-8-12-23(31)13-9-20/h1-17,26H,18H2,(H2,33,34,36)

Standard InChI Key:  ZGMVKWSJIKNYTR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 40 44  0  0  0  0  0  0  0  0999 V2000
    4.2979  -22.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8347  -25.0358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0493  -24.2475    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2593  -24.4558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5854  -21.7818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2654  -22.2350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9078  -21.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6236  -20.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8080  -20.9967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2975  -23.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6063  -23.4876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0207  -23.4321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8831  -23.1071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1920  -23.5431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7759  -24.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8050  -25.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5273  -25.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2194  -25.3892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1846  -24.5686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4618  -24.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3039  -20.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6072  -19.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1010  -18.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2915  -19.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9908  -19.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4989  -20.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0724  -20.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8890  -20.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3411  -19.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9777  -18.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1577  -18.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7093  -19.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7837  -18.4346    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.9431  -25.7688    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5142  -21.7275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9298  -21.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1313  -21.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9204  -22.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5064  -22.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5516  -20.7838    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  2  0
  6 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  2  0
 13 14  1  0
 12  3  1  0
  3 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
  9 21  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 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
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39  1  1  0
 37 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4098324

   ---

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: 655.41

Molecular Weight (Monoisotopic): 653.0055

AlogP: 6.71

#Rotatable Bonds: 5

Polar Surface Area: 100.48

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.46

CX LogP: 7.12

CX LogD: 7.07

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.19

Np Likeness Score: -0.93

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