N'-[1-(4-bromophenyl)-4-formyl-3-phenyl-1H-pyrazol-5-yl]-N,N-dimethyl-methanimidamide

ID: ALA1270203

PubChem CID: 52948290

Max Phase: Preclinical

Molecular Formula: C19H17BrN4O

Molecular Weight: 397.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)/C=N/c1c(C=O)c(-c2ccccc2)nn1-c1ccc(Br)cc1

Standard InChI:  InChI=1S/C19H17BrN4O/c1-23(2)13-21-19-17(12-25)18(14-6-4-3-5-7-14)22-24(19)16-10-8-15(20)9-11-16/h3-13H,1-2H3/b21-13+

Standard InChI Key:  LICHCBXAYIBMKD-FYJGNVAPSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    4.5962   -5.2964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4218   -5.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5842   -4.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8793   -3.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2608   -4.5547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8764   -3.1704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1632   -2.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1606   -1.9264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5498   -4.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5511   -3.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -2.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1236   -3.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238   -4.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8381   -4.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8469   -5.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4419   -6.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8660   -7.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6918   -7.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0941   -6.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6694   -5.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4472   -1.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3435   -4.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0134   -4.5547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8728   -1.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4107   -2.9051    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
  4  6  1  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  6  7  2  0
  2 15  1  0
  2  3  1  0
 15 16  2  0
  7  8  1  0
 16 17  1  0
  3  4  2  0
 17 18  2  0
  5  9  1  0
 18 19  1  0
  4  5  1  0
 19 20  2  0
 20 15  1  0
  9 10  2  0
  8 21  1  0
  5  1  1  0
  3 22  1  0
 10 11  1  0
 22 23  2  0
  1  2  2  0
  8 24  1  0
 12 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1270203

   N'-[2-(4-bromophenyl)-4-formyl-5-phenylpyrazol-3-yl]-N,N-dimethylmethanimidamide

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: 397.28

Molecular Weight (Monoisotopic): 396.0586

AlogP: 4.34

#Rotatable Bonds: 5

Polar Surface Area: 50.49

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.48

CX LogP: 4.27

CX LogD: 4.22

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.37

Np Likeness Score: -1.03

References

1. Cheng KM, Huang YY, Huang JJ, Kaneko K, Kimura M, Takayama H, Juang SH, Wong FF..  (2010)  Synthesis and antiproliferative evaluation of N,N-disubstituted-N'-[1-aryl-1H-pyrazol-5-yl]-methnimidamides.,  20  (22): [PMID:20855206] [10.1016/j.bmcl.2010.08.133]

Source

Source(1):

• Scientific Literature