bruceine C

ID: ALA455759

Chembl Id: CHEMBL455759

PubChem CID: 44584512

Max Phase: Preclinical

Molecular Formula: C28H36O12

Molecular Weight: 564.58

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Bruceine C | CHEMBL455759

Canonical SMILES:  COC(=O)[C@]12OC[C@]34[C@H]([C@@H](O)[C@@H]1O)[C@@]1(C)CC(=O)C(O)=C(C)[C@@H]1C[C@H]3OC(=O)[C@H](OC(=O)/C=C(\C)C(C)(C)O)[C@@H]24

Standard InChI:  InChI=1S/C28H36O12/c1-11(25(3,4)36)7-16(30)40-19-21-27-10-38-28(21,24(35)37-6)22(33)18(32)20(27)26(5)9-14(29)17(31)12(2)13(26)8-15(27)39-23(19)34/h7,13,15,18-22,31-33,36H,8-10H2,1-6H3/b11-7+/t13-,15+,18+,19+,20+,21+,22-,26-,27+,28+/m0/s1

Standard InChI Key:  KCVFVYXSNLKEHU-MBKFLBLHSA-N

Alternative Forms

1. Parent:

   

   ALA455759

   BRUCEINE C

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: 564.58

Molecular Weight (Monoisotopic): 564.2207

AlogP: 0.27

#Rotatable Bonds: 4

Polar Surface Area: 186.12

Molecular Species: NEUTRAL

HBA: 12

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.64

CX Basic pKa: ┄

CX LogP: -0.35

CX LogD: -0.37

Aromatic Rings: ┄

Heavy Atoms: 40

QED Weighted: 0.21

Np Likeness Score: 3.56

References

1. Subeki, Matsuura H, Takahashi K, Nabeta K, Yamasaki M, Maede Y, Katakura K..  (2007)  Screening of Indonesian medicinal plant extracts for antibabesial activity and isolation of new quassinoids from Brucea javanica.,  70  (10): [PMID:17896817] [10.1021/np070236h]

2. O'Neill MJ, Bray DH, Boardman P, Chan KL, Phillipson JD, Warhurst DC, Peters W..  (1987)  Plants as sources of antimalarial drugs, Part 4: Activity of Brucea javanica fruits against chloroquine-resistant Plasmodium falciparum in vitro and against Plasmodium berghei in vivo.,  50  (1): [PMID:3298551] [10.1021/np50049a007]

3. Ramirez-Galicia G, Martinez-Pacheco H, Garduno-Juarez R, Deeb O.  (2012)  Exploring QSAR of antiamoebic agents of isolated natural products by MLR, ANN, and RTO,  21  (9): [10.1007/s00044-011-9767-1]

Source

Source(1):

• Scientific Literature