ID: ALA505637

Max Phase: Preclinical

Molecular Formula: C34H30Br4N4O8

Molecular Weight: 942.25

Molecule Type: Small molecule

Representations

Synonyms (1): Bastadin 3
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(NCCc1ccc(O)c(Br)c1)/C(Cc1cc(Br)c(O)c(-c2cc(C/C(=N/O)C(=O)NCCc3ccc(O)c(Br)c3)cc(Br)c2O)c1)=N\O

Standard InChI:  InChI=1S/C34H30Br4N4O8/c35-23-11-17(1-3-29(23)43)5-7-39-33(47)27(41-49)15-19-9-21(31(45)25(37)13-19)22-10-20(14-26(38)32(22)46)16-28(42-50)34(48)40-8-6-18-2-4-30(44)24(36)12-18/h1-4,9-14,43-46,49-50H,5-8,15-16H2,(H,39,47)(H,40,48)/b41-27-,42-28-

Standard InChI Key:  XEGSWNKCRGYRFG-HEPSPIFKSA-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: 942.25

Molecular Weight (Monoisotopic): 937.8797

AlogP: 6.69

#Rotatable Bonds: 13

Polar Surface Area: 204.30

Molecular Species: NEUTRAL

HBA: 10

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 7.13

CX Basic pKa:

CX LogP: 8.21

CX LogD: 7.61

Aromatic Rings: 4

Heavy Atoms: 50

QED Weighted: 0.04

Np Likeness Score: 0.35

References

1. Pettit GR, Butler MS, Williams MD, Filiatrault MJ, Pettit RK..  (1996)  Isolation and structure of hemibastadinols 1-3 from the Papua New Guinea marine sponge Ianthella basta.,  59  (10): [PMID:8904842] [10.1021/np960249n]

2. Calcul L, Inman WD, Morris AA, Tenney K, Ratnam J, McKerrow JH, Valeriote FA, Crews P..  (2010)  Additional insights on the bastadins: isolation of analogues from the sponge Ianthella cf. reticulata and exploration of the oxime configurations.,  73  (3): [PMID:20102170] [10.1021/np9005986]

3. Niemann H, Lin W, Müller WE, Kubbutat M, Lai D, Proksch P..  (2013)  Trimeric hemibastadin congener from the marine sponge Ianthella basta.,  76  (1): [PMID:23249297] [10.1021/np300764u]

Source

Source(1):

• Scientific Literature