2-amino-4-(6-chloro-7-methyl-4-oxo-4H-chromen-3-yl)-5-oxo-4,5-dihydropyrano[3,2-c]chromene-3-carbonitrile

ID: ALA4873554

PubChem CID: 164622084

Max Phase: Preclinical

Molecular Formula: C23H13ClN2O5

Molecular Weight: 432.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc2occ(C3C(C#N)=C(N)Oc4c3c(=O)oc3ccccc43)c(=O)c2cc1Cl

Standard InChI:  InChI=1S/C23H13ClN2O5/c1-10-6-17-12(7-15(10)24)20(27)14(9-29-17)18-13(8-25)22(26)31-21-11-4-2-3-5-16(11)30-23(28)19(18)21/h2-7,9,18H,26H2,1H3

Standard InChI Key:  FNJSBQIFQNPOHX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.0596  -15.1937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0706  -12.7163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7891  -13.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7764  -14.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4827  -15.2106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2022  -14.8089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5040  -13.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9296  -13.5764    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.9114  -15.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873554

   ---

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: 432.82

Molecular Weight (Monoisotopic): 432.0513

AlogP: 4.08

#Rotatable Bonds: 1

Polar Surface Area: 119.46

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.64

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.45

Np Likeness Score: -0.64

References

1. Sarkate AP, Dofe VS, Tiwari SV, Lokwani DK, Karnik KS, Kamble DD, Ansari MHSH, Dodamani S, Jalalpure SS, Sangshetti JN, Azad R, Burra PVLS, Bhandari SV..  (2021)  One pot synthesis, in silico study and evaluation of some novel flavonoids as potent topoisomerase II inhibitors.,  40  [PMID:33689875] [10.1016/j.bmcl.2021.127916]

Source

Source(1):

• Scientific Literature