2-amino-4-(anthracen-9-yl)-5-oxo-4,5-dihydropyrano[3,2-c]chromene-3-carbonitrile

ID: ALA4870414

PubChem CID: 164618951

Max Phase: Preclinical

Molecular Formula: C27H16N2O3

Molecular Weight: 416.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#CC1=C(N)Oc2c(c(=O)oc3ccccc23)C1c1c2ccccc2cc2ccccc12

Standard InChI:  InChI=1S/C27H16N2O3/c28-14-20-23(22-17-9-3-1-7-15(17)13-16-8-2-4-10-18(16)22)24-25(32-26(20)29)19-11-5-6-12-21(19)31-27(24)30/h1-13,23H,29H2

Standard InChI Key:  FXWDSWVDPYAWPI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   19.4654  -16.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.1959  -13.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9051  -13.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6173  -13.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6216  -12.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.0373  -15.3531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 31 26  2  0
  8 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4870414

   ---

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: 416.44

Molecular Weight (Monoisotopic): 416.1161

AlogP: 5.32

#Rotatable Bonds: 1

Polar Surface Area: 89.25

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.85

CX LogP: 4.22

CX LogD: 4.22

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.30

Np Likeness Score: -0.46

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