7-Hydroxy-2-(4-methoxyphenylimino)-2H-chromene-3-carboxylic acid iso-propylamide

ID: ALA2440411

PubChem CID: 136229869

Max Phase: Preclinical

Molecular Formula: C20H20N2O4

Molecular Weight: 352.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/N=c2\oc3cc(O)ccc3cc2C(=O)NC(C)C)cc1

Standard InChI:  InChI=1S/C20H20N2O4/c1-12(2)21-19(24)17-10-13-4-7-15(23)11-18(13)26-20(17)22-14-5-8-16(25-3)9-6-14/h4-12,23H,1-3H3,(H,21,24)/b22-20-

Standard InChI Key:  RWVPKZVHNKOTQF-XDOYNYLZSA-N

Molfile:  

     RDKit          2D

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   11.6335   -5.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9285   -5.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2194   -5.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5104   -5.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.2194   -6.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9285   -6.6526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3426   -5.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3426   -4.2011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0475   -5.4268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7566   -5.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4657   -5.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3426   -6.6526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3426   -7.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0475   -7.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0475   -8.6997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3426   -9.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6335   -8.6997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6335   -7.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3426   -9.9255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0963   -6.6526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0571  -10.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7566   -4.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1 16  2  0
  7 24  1  0
 23 25  1  0
 14 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2440411

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 352.39

Molecular Weight (Monoisotopic): 352.1423

AlogP: 3.52

#Rotatable Bonds: 4

Polar Surface Area: 84.06

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.76

CX Basic pKa: 1.47

CX LogP: 3.26

CX LogD: 3.11

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.75

Np Likeness Score: -0.72

References

1. Endo S, Hu D, Suyama M, Matsunaga T, Sugimoto K, Matsuya Y, El-Kabbani O, Kuwata K, Hara A, Kitade Y, Toyooka N..  (2013)  Synthesis and structure-activity relationship of 2-phenyliminochromene derivatives as inhibitors for aldo-keto reductase (AKR) 1B10.,  21  (21): [PMID:24071447] [10.1016/j.bmc.2013.08.059]

Source

Source(1):

• Scientific Literature