2-methoxy-5-(6,7,8-trimethoxy-4,5-dihydro-2H-benzo[e]indazol-1-yl)aniline

ID: ALA4475054

PubChem CID: 149519106

Max Phase: Preclinical

Molecular Formula: C21H23N3O4

Molecular Weight: 381.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2[nH]nc3c2-c2cc(OC)c(OC)c(OC)c2CC3)cc1N

Standard InChI:  InChI=1S/C21H23N3O4/c1-25-16-8-5-11(9-14(16)22)19-18-13-10-17(26-2)21(28-4)20(27-3)12(13)6-7-15(18)23-24-19/h5,8-10H,6-7,22H2,1-4H3,(H,23,24)

Standard InChI Key:  ZKJUTSIXVPHUKY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.6582  -13.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6571  -14.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3651  -14.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0789  -14.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3633  -12.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0752  -13.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0686  -11.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3570  -12.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9463  -12.8441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9461  -12.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9449  -14.4883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2334  -14.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3649  -15.3106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6571  -15.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7805  -12.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7826  -12.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5588  -13.0861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0379  -12.4287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5553  -11.7697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8142  -13.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2672  -14.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5212  -15.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3259  -15.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8761  -14.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6151  -14.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5815  -16.2045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0371  -16.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6764  -14.9758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  1  1  0
  5  6  2  0
  5  8  1  0
  6 16  1  0
 15  7  1  0
  7  8  1  0
  1  9  1  0
  9 10  1  0
  2 11  1  0
 11 12  1  0
  3 13  1  0
 13 14  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 15  2  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 17 20  1  0
 23 26  1  0
 26 27  1  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475054

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 381.43

Molecular Weight (Monoisotopic): 381.1689

AlogP: 3.46

#Rotatable Bonds: 5

Polar Surface Area: 91.62

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.77

CX LogP: 2.47

CX LogD: 2.47

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: 0.24

References

1. Jiang J, Zhang H, Wang C, Zhang Q, Fang S, Zhou R, Hu J, Zhu J, Zhou Y, Luo C, Zheng C..  (2019)  1-Phenyl-dihydrobenzoindazoles as novel colchicine site inhibitors: Structural basis and antitumor efficacy.,  177  [PMID:31174062] [10.1016/j.ejmech.2019.04.040]

Source

Source(1):

• Scientific Literature