7-Methoxyheptaphylline oxime

ID: ALA1818860

PubChem CID: 136068705

Max Phase: Preclinical

Molecular Formula: C19H20N2O3

Molecular Weight: 324.38

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 7-Methoxyheptaphylline Oxime

Canonical SMILES:  COc1ccc2c(c1)[nH]c1c(CC=C(C)C)c(O)c(/C=N\O)cc12

Standard InChI:  InChI=1S/C19H20N2O3/c1-11(2)4-6-15-18-16(8-12(10-20-23)19(15)22)14-7-5-13(24-3)9-17(14)21-18/h4-5,7-10,21-23H,6H2,1-3H3/b20-10-

Standard InChI Key:  JBVPSEYNEQYJRY-JMIUGGIZSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   18.0380  -14.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7547  -15.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2858  -15.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8480  -14.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3809  -14.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0993  -15.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7512  -16.2836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2069  -15.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4347  -15.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2327  -16.0152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8035  -15.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5710  -14.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7735  -14.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5069  -13.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7881  -13.1083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9423  -15.4360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0065  -16.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1946  -16.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9153  -17.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1033  -17.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4479  -18.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6004  -12.9640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6048  -15.6180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8353  -16.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
  2  3  1  0
 12 13  2  0
 13  8  1  0
  3  6  2  0
  1 14  1  0
  6  7  1  0
 14 15  2  0
  7  9  1  0
  2 16  1  0
  8  5  1  0
  3 17  1  0
  1  2  2  0
 17 18  1  0
  5  4  2  0
 18 19  2  0
  8  9  2  0
 19 20  1  0
  4  1  1  0
 19 21  1  0
  9 10  1  0
 15 22  1  0
  5  6  1  0
 11 23  1  0
 10 11  2  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1818860

   ---

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: 324.38

Molecular Weight (Monoisotopic): 324.1474

AlogP: 4.35

#Rotatable Bonds: 4

Polar Surface Area: 77.84

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.54

CX Basic pKa: 2.29

CX LogP: 4.08

CX LogD: 3.17

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.29

Np Likeness Score: 1.03

References

1. Thongthoom T, Promsuwan P, Yenjai C..  (2011)  Synthesis and cytotoxic activity of the heptaphylline and 7-methoxyheptaphylline series.,  46  (9): [PMID:21641693] [10.1016/j.ejmech.2011.05.041]

Source

Source(1):

• Scientific Literature