4,5-Dihydro-4-(3,4,5-trimethoxyphenyl)-6-p-tolyl-2Hindazol-3-ol

ID: ALA2272761

PubChem CID: 71570505

Max Phase: Preclinical

Molecular Formula: C23H24N2O4

Molecular Weight: 392.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C2CC(c3ccc(C)cc3)=Cc3n[nH]c(O)c32)cc(OC)c1OC

Standard InChI:  InChI=1S/C23H24N2O4/c1-13-5-7-14(8-6-13)15-9-17(21-18(10-15)24-25-23(21)26)16-11-19(27-2)22(29-4)20(12-16)28-3/h5-8,10-12,17H,9H2,1-4H3,(H2,24,25,26)

Standard InChI Key:  KMMBNCQOACWAAE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   33.0295  -11.3845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7975  -11.0894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3084  -11.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8652  -12.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0783  -13.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4958  -13.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7002  -13.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4912  -12.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0695  -12.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1280  -11.6855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1219  -14.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3350  -14.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9610  -15.3173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3303  -13.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7525  -15.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7479  -14.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3785  -15.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8698  -13.4219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4523  -12.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2438  -13.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4570  -13.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8745  -14.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0830  -14.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0877  -15.2222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.8792  -15.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2485  -14.0614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8005  -13.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8222  -12.4743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6178  -12.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  1  9  2  0
  4  9  1  0
  3 10  1  0
 11 12  1  0
 11 14  2  0
 12 15  2  0
 13 15  1  0
 13 16  2  0
 14 16  1  0
 13 17  1  0
  7 11  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
 24 25  1  0
 22 24  1  0
 26 27  1  0
 21 26  1  0
 28 29  1  0
 20 28  1  0
  5 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272761

   6-(4-Methylphenyl)-4-(3,4,5-trimethoxyphenyl)-1,2,4,5-tetrahydroindazol-3-one

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: 392.46

Molecular Weight (Monoisotopic): 392.1736

AlogP: 4.53

#Rotatable Bonds: 5

Polar Surface Area: 76.60

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.20

CX Basic pKa: 2.80

CX LogP: 4.10

CX LogD: 2.71

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.67

Np Likeness Score: 0.12

References

1. Shakil NA, Singh MK, Sathiyendiran M, Kumar J, Padaria JC..  (2013)  Microwave synthesis, characterization and bio-efficacy evaluation of novel chalcone based 6-carbethoxy-2-cyclohexen-1-one and 2H-indazol-3-ol derivatives.,  59  [PMID:23229055] [10.1016/j.ejmech.2012.10.038]

Source

Source(1):

• Scientific Literature