4-[3-(2,6-dichlorobenzoyl)indazol-1-yl]benzoic acid

ID: ALA4540580

PubChem CID: 118142071

Max Phase: Preclinical

Molecular Formula: C21H12Cl2N2O3

Molecular Weight: 411.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(-n2nc(C(=O)c3c(Cl)cccc3Cl)c3ccccc32)cc1

Standard InChI:  InChI=1S/C21H12Cl2N2O3/c22-15-5-3-6-16(23)18(15)20(26)19-14-4-1-2-7-17(14)25(24-19)13-10-8-12(9-11-13)21(27)28/h1-11H,(H,27,28)

Standard InChI Key:  GVWQZVAMODQAFX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    9.0650   -6.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7730   -6.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7712   -4.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4798   -5.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4846   -6.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2647   -6.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7420   -5.7018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2569   -5.0424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5049   -4.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3050   -4.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5531   -3.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0024   -2.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2006   -2.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9562   -3.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2494   -1.9321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0475   -1.7564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6982   -1.3287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5217   -7.1426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9784   -7.7531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3220   -7.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5738   -8.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3733   -8.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9175   -7.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6566   -6.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8577   -6.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5966   -5.9233    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.0285   -8.6923    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
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  5  6  1  0
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  7 19  1  0
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 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 26 27  1  0
 22 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540580

   4-[3-(2,6-Dichlorobenzoyl)indazol-1-yl]benzoic acid

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: 411.24

Molecular Weight (Monoisotopic): 410.0225

AlogP: 5.26

#Rotatable Bonds: 4

Polar Surface Area: 72.19

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.53

CX Basic pKa: ┄

CX LogP: 5.79

CX LogD: 3.00

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.47

Np Likeness Score: -0.96

References

1. Shaikh NS, Iyer JP, Munot YS, Mukhopadhyay PP, Raje AA, Nagaraj R, Jamdar V, Gavhane R, Lohote M, Sherkar P, Bala M, Petla R, Meru A, Umrani D, Rouduri S, Joshi S, Reddy S, Kandikere V, Bhuniya D, Kulkarni B, Mookhtiar KA..  (2019)  Discovery and pharmacological evaluation of indole derivatives as potent and selective RORγt inverse agonist for multiple autoimmune conditions.,  29  (16): [PMID:31272795] [10.1016/j.bmcl.2019.06.044]

Source

Source(1):

• Scientific Literature