NA

ID: ALA4229269

PubChem CID: 145988423

Max Phase: Preclinical

Molecular Formula: C25H25BrN2O5

Molecular Weight: 513.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@@H]2[C@H]3O[C@]3(C)CC/C=C(/C)[C@@H](OC(=O)c3cc(-c4ccc(Br)cc4)[nH]n3)C[C@@H]12

Standard InChI:  InChI=1S/C25H25BrN2O5/c1-13-5-4-10-25(3)22(33-25)21-17(14(2)23(29)32-21)11-20(13)31-24(30)19-12-18(27-28-19)15-6-8-16(26)9-7-15/h5-9,12,17,20-22H,2,4,10-11H2,1,3H3,(H,27,28)/b13-5+/t17-,20-,21-,22+,25+/m0/s1

Standard InChI Key:  LQMIGSWEAROHGT-HWPXMNHISA-N

Molfile:  

     RDKit          2D

 36 40  0  0  0  0  0  0  0  0999 V2000
   13.8149  -19.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3884  -21.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9669  -22.3378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6722  -20.2897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9663  -21.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0909  -21.9383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3885  -22.2489    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5343  -20.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0985  -20.2897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9790  -22.2468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2042  -23.1556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3781  -20.7046    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8044  -21.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3999  -19.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6722  -21.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3326  -20.9067    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5316  -21.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0931  -21.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7874  -22.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1417  -21.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8241  -20.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8186  -19.0497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5338  -18.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5375  -17.8175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2451  -19.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3289  -19.8750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1337  -20.0498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5487  -19.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0004  -18.7240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3644  -19.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8451  -19.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6639  -19.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0029  -19.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5171  -18.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7002  -18.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8223  -19.0100    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  3 19  1  0
  9 21  1  0
  4 15  1  0
 15  2  1  0
 19 11  2  0
  4 14  1  0
 20  5  2  0
  9  1  1  0
  8  1  1  0
 18  6  1  0
 18 13  1  0
 18 12  1  6
  9 14  2  0
 19 20  1  0
 17 20  1  0
  2 10  1  1
 13  3  1  0
  6  2  1  0
  2 18  1  0
 17 13  1  0
 13  7  1  1
 17 16  1  6
 17  8  1  0
  1 22  1  1
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 25  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
 28 30  1  0
 33 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4229269

   ---

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: 513.39

Molecular Weight (Monoisotopic): 512.0947

AlogP: 4.75

#Rotatable Bonds: 3

Polar Surface Area: 93.81

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.28

CX Basic pKa: ┄

CX LogP: 5.16

CX LogD: 5.16

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.28

Np Likeness Score: 1.54

References

1. Alwaseem H, Frisch BJ, Fasan R..  (2018)  Anticancer activity profiling of parthenolide analogs generated via P450-mediated chemoenzymatic synthesis.,  26  (7): [PMID:28826596] [10.1016/j.bmc.2017.08.009]

Source

Source(1):

• Scientific Literature