ID: ALA2332123

Max Phase: Preclinical

Molecular Formula: C23H28Br3N3O5

Molecular Weight: 666.21

Molecule Type: Small molecule

Representations

Synonyms (1): (+)-Aplysamine 7
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1ccc(C/C(=N\O)C(=O)NC[C@@H](O)c2cc(Br)c(OCCCN(C)C)c(Br)c2)cc1Br

Standard InChI:  InChI=1S/C23H28Br3N3O5/c1-29(2)7-4-8-34-22-17(25)11-15(12-18(22)26)20(30)13-27-23(31)19(28-32)10-14-5-6-21(33-3)16(24)9-14/h5-6,9,11-12,20,30,32H,4,7-8,10,13H2,1-3H3,(H,27,31)/b28-19+/t20-/m1/s1

Standard InChI Key:  FZBQAWDXVQGOIC-WDMWBOBFSA-N

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

Properties

Molecular Weight: 666.21

Molecular Weight (Monoisotopic): 662.9579

AlogP: 4.54

#Rotatable Bonds: 12

Polar Surface Area: 103.62

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.09

CX Basic pKa: 9.29

CX LogP: 3.28

CX LogD: 2.72

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.13

Np Likeness Score: 0.06

References

1. Tran TD, Pham NB, Fechner G, Hooper JN, Quinn RJ..  (2013)  Bromotyrosine alkaloids from the Australian marine sponge Pseudoceratina verrucosa.,  76  (4): [PMID:23489291] [10.1021/np300648d]

Source

Source(1):

• Scientific Literature