ID: ALA459613

Max Phase: Preclinical

Molecular Formula: C15H21Br3O2

Molecular Weight: 473.04

Molecule Type: Small molecule

Representations

Synonyms (1): Mailiohydrin
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C1C[C@@H](O)[C@@H](Br)C(C)(C)[C@@]12C=C[C@@](O)(C(Br)Br)CC2

Standard InChI:  InChI=1S/C15H21Br3O2/c1-9-8-10(19)11(16)13(2,3)14(9)4-6-15(20,7-5-14)12(17)18/h4,6,10-12,19-20H,1,5,7-8H2,2-3H3/t10-,11-,14-,15+/m1/s1

Standard InChI Key:  BDUUDTPDYKKJPZ-FKGLVLAHSA-N

Molecule Features

Natural Product: Yes

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: 473.04

Molecular Weight (Monoisotopic): 469.9092

AlogP: 4.28

#Rotatable Bonds: 1

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.89

CX Basic pKa:

CX LogP: 3.07

CX LogD: 3.07

Aromatic Rings: 0

Heavy Atoms: 20

QED Weighted: 0.44

Np Likeness Score: 3.11

References

1. Francisco ME, Erickson KL..  (2001)  Ma'iliohydrin, a cytotoxic chamigrene dibromohydrin from a Philippine Laurencia species.,  64  (6): [PMID:11421745] [10.1021/np0005053]

2. Chen JY, Huang CY, Lin YS, Hwang TL, Wang WL, Chiou SF, Sheu JH..  (2016)  Halogenated Sesquiterpenoids from the Red Alga Laurencia tristicha Collected in Taiwan.,  79  (9): [PMID:27536968] [10.1021/acs.jnatprod.6b00452]

Source

Source(1):

• Scientific Literature