Purealidine G

ID: ALA3286792

PubChem CID: 118705730

Max Phase: Preclinical

Molecular Formula: C18H24Br2F6N2O5

Molecular Weight: 394.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCc1cc(Br)c(OCCCN(C)C)c(Br)c1.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C14H22Br2N2O.2C2HF3O2/c1-17-6-5-11-9-12(15)14(13(16)10-11)19-8-4-7-18(2)3;2*3-2(4,5)1(6)7/h9-10,17H,4-8H2,1-3H3;2*(H,6,7)

Standard InChI Key:  KIRLLVUVZLMMFF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 31  0  0  0  0  0  0  0  0999 V2000
    8.0758  -20.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4896  -19.7743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2508  -20.4855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4866  -21.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0725  -21.9160    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.3116  -21.2042    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.8915  -21.9120    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5110  -17.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5098  -18.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2246  -18.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9410  -18.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9382  -17.5627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2228  -17.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6562  -18.8045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3699  -18.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0851  -18.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7989  -18.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5139  -18.8000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2278  -18.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5153  -19.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2244  -19.6315    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.6511  -17.1474    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.7965  -17.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0821  -17.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3675  -17.1543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6531  -17.5669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9051  -19.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3189  -18.3161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0801  -19.0272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3160  -19.7442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9019  -20.4577    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1410  -19.7460    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.7208  -20.4538    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  4  5  1  0
  4  6  1  0
  4  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 10 21  1  0
 12 22  1  0
  8 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 27 28  1  0
 27 29  2  0
 27 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
M  END

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: 394.15

Molecular Weight (Monoisotopic): 392.0099

AlogP: 3.30

#Rotatable Bonds: 8

Polar Surface Area: 24.50

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.07

CX LogP: 3.28

CX LogD: -1.08

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.69

Np Likeness Score: -0.11

References

1. Tian LW, Feng Y, Shimizu Y, Pfeifer T, Wellington C, Hooper JN, Quinn RJ..  (2014)  Aplysinellamides A-C, bromotyrosine-derived metabolites from an Australian Aplysinella sp. marine sponge.,  77  (5): [PMID:24758268] [10.1021/np500119e]

Source

Source(1):

• Scientific Literature