4-(4,4-dimethyl-7-(4-methylpiperazin-1-yl)-8-nitrochromeno[4,3-c]pyrazol-1(4H)-yl)benzoic acid

ID: ALA5200810

PubChem CID: 168290379

Max Phase: Preclinical

Molecular Formula: C24H25N5O5

Molecular Weight: 463.49

Names and Identifiers

Canonical SMILES:  CN1CCN(c2cc3c(cc2[N+](=O)[O-])-c2c(cnn2-c2ccc(C(=O)O)cc2)C(C)(C)O3)CC1

Standard InChI:  InChI=1S/C24H25N5O5/c1-24(2)18-14-25-28(16-6-4-15(5-7-16)23(30)31)22(18)17-12-20(29(32)33)19(13-21(17)34-24)27-10-8-26(3)9-11-27/h4-7,12-14H,8-11H2,1-3H3,(H,30,31)

Standard InChI Key:  RTTHBCYSJNGALT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    0.3030   -0.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0148   -0.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0148   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7295   -2.1732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  2  0
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  9 23  1  0
  9 24  1  0
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  6 28  1  0
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 28 30  1  0
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 33 34  1  0
M  CHG  2  20   1  21  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5200810

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 463.49

Molecular Weight (Monoisotopic): 463.1856

AlogP: 3.53

#Rotatable Bonds: 4

Polar Surface Area: 113.97

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.54

CX Basic pKa: 7.07

CX LogP: 1.11

CX LogD: 0.71

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: -0.89

References

1. Hwang J, Qiu X, Borgelt L, Haacke N, Kanis L, Petroulia S, Gasper R, Schiller D, Lampe P, Sievers S, Imig J, Wu P..  (2022)  Synthesis and evaluation of RNase L-binding 2-aminothiophenes as anticancer agents.,  58  [PMID:35152173] [10.1016/j.bmc.2022.116653]

Source

Source(1):

• Scientific Literature