ID: ALA3334830

Max Phase: Preclinical

Molecular Formula: C21H23BrO4

Molecular Weight: 419.32

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@@]12CC/C=C(/CO)CC[C@@H]3/C(=C\c4ccccc4Br)C(=O)O[C@@H]3[C@@H]1O2

Standard InChI:  InChI=1S/C21H23BrO4/c1-21-10-4-5-13(12-23)8-9-15-16(11-14-6-2-3-7-17(14)22)20(24)25-18(15)19(21)26-21/h2-3,5-7,11,15,18-19,23H,4,8-10,12H2,1H3/b13-5+,16-11+/t15-,18+,19+,21-/m1/s1

Standard InChI Key:  RICGTQZXEOPSQP-GQKOOGASSA-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: 419.32

Molecular Weight (Monoisotopic): 418.0780

AlogP: 4.02

#Rotatable Bonds: 2

Polar Surface Area: 59.06

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.16

CX LogD: 4.16

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.34

Np Likeness Score: 2.01

References

1. Penthala NR, Bommagani S, Janganati V, MacNicol KB, Cragle CE, Madadi NR, Hardy LL, MacNicol AM, Crooks PA..  (2014)  Heck products of parthenolide and melampomagnolide-B as anticancer modulators that modify cell cycle progression.,  85  [PMID:25117652] [10.1016/j.ejmech.2014.08.022]

Source

Source(1):

• Scientific Literature