(-)-phakellin

ID: ALA500599

PubChem CID: 136117764

Max Phase: Preclinical

Molecular Formula: C11H13N5O

Molecular Weight: 231.26

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (-)-Phakellin

Canonical SMILES:  NC1=N[C@]23CCCN2C(=O)c2cccn2[C@@H]3N1

Standard InChI:  InChI=1S/C11H13N5O/c12-10-13-9-11(14-10)4-2-6-16(11)8(17)7-3-1-5-15(7)9/h1,3,5,9H,2,4,6H2,(H3,12,13,14)/t9-,11+/m0/s1

Standard InChI Key:  DBYKPFUBHBFDQT-GXSJLCMTSA-N

Molfile:  

     RDKit          2D

 18 21  0  0  0  0  0  0  0  0999 V2000
    8.4648   -1.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0303   -0.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2437   -0.0808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7620   -0.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2507   -1.4226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7490    0.0842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4636   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0753    0.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7429    0.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9217    0.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7490   -1.5702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0339   -1.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4261   -1.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7683   -2.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5872   -2.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9328   -0.7607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1838   -1.5734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0303    0.4913    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  1  0
 11  1  1  0
  1  7  1  0
 12  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5 12  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  6  1  0
 11 12  1  0
 12 13  1  6
 13 14  1  0
 14 15  1  0
 15 11  1  0
  4 16  1  0
  1 17  2  0
  2 18  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA500599

   ---

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: 231.26

Molecular Weight (Monoisotopic): 231.1120

AlogP: -0.15

#Rotatable Bonds: ┄

Polar Surface Area: 75.65

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.91

CX LogP: 0.31

CX LogD: -0.32

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.65

Np Likeness Score: 1.21

References

1. Davis RA, Fechner GA, Sykes M, Garavelas A, Pass DM, Carroll AR, Addepalli R, Avery VM, Hooper JN, Quinn RJ..  (2009)  (-)-Dibromophakellin: an alpha2B adrenoceptor agonist isolated from the Australian marine sponge, Acanthella costata.,  17  (6): [PMID:19243956] [10.1016/j.bmc.2009.01.065]

Source

Source(1):

• Scientific Literature