NA

ID: ALA4169036

PubChem CID: 145953243

Max Phase: Preclinical

Molecular Formula: C23H28N2O3

Molecular Weight: 380.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN(C(=O)c1ccccc1)[C@H]1CC2=CC(=O)O[C@@]23C[C@@H]1N1CCCC[C@@H]13

Standard InChI:  InChI=1S/C23H28N2O3/c1-2-11-25(22(27)16-8-4-3-5-9-16)18-13-17-14-21(26)28-23(17)15-19(18)24-12-7-6-10-20(23)24/h3-5,8-9,14,18-20H,2,6-7,10-13,15H2,1H3/t18-,19-,20+,23-/m0/s1

Standard InChI Key:  FULMCFUMBXIABJ-GJPOJAMWSA-N

Molfile:  

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
   10.8571  -20.9546    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2232  -21.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8791  -21.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2315  -20.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5729  -22.5766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4120  -21.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2062  -23.3938    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2076  -22.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9947  -22.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2800  -24.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5703  -22.4155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5272  -19.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0283  -20.3744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9540  -22.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3119  -23.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8537  -22.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2807  -23.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2678  -20.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2821  -22.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5722  -23.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4639  -21.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2828  -21.3498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1943  -21.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1155  -23.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3098  -18.9714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9953  -23.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7070  -23.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4167  -23.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4102  -22.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6979  -22.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
 17 10  1  0
 19 22  2  0
 15 14  1  0
 20 17  1  0
  8  7  1  6
 16  3  1  0
 16  5  1  6
  5 20  1  0
  6  2  1  0
  3  4  1  0
  9 19  1  0
 13 21  1  0
 24 15  1  0
 18 12  1  0
  5 19  1  0
 24 11  1  0
  8 23  1  0
  4 21  1  0
 11  2  1  0
 25 12  2  0
 12 13  1  0
 11  8  1  0
 18  4  2  0
 14  6  1  0
 21 23  1  6
  2 21  1  0
 16  8  1  0
  9 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4169036

   ---

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: 380.49

Molecular Weight (Monoisotopic): 380.2100

AlogP: 3.16

#Rotatable Bonds: 4

Polar Surface Area: 49.85

Molecular Species: BASE

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.23

CX LogP: 3.21

CX LogD: 1.38

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.75

Np Likeness Score: 0.80

References

1. Hou W, Lin H, Wang ZY, Banwell MG, Zeng T, Sun PH, Lin J, Chen WM..  (2017)  Novel bivalent securinine mimetics as topoisomerase I inhibitors.,  8  (2): [PMID:30108747] [10.1039/C6MD00563B]

Source

Source(1):

• Scientific Literature