ID: ALA386034

Max Phase: Preclinical

Molecular Formula: C28H23ClF3NO5

Molecular Weight: 510.49

Molecule Type: Small molecule

Representations

Synonyms (1): 13-(4-Trifluoromethoxy Benzyl) Berberine Chloride
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1ccc2c(Cc3ccc(OC(F)(F)F)cc3)c3[n+](cc2c1OC)CCc1cc2c(cc1-3)OCO2.[Cl-]

Standard InChI:  InChI=1S/C28H23F3NO5.ClH/c1-33-23-8-7-19-21(11-16-3-5-18(6-4-16)37-28(29,30)31)26-20-13-25-24(35-15-36-25)12-17(20)9-10-32(26)14-22(19)27(23)34-2;/h3-8,12-14H,9-11,15H2,1-2H3;1H/q+1;/p-1

Standard InChI Key:  VNBVNNREVLIJPH-UHFFFAOYSA-M

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: 510.49

Molecular Weight (Monoisotopic): 510.1523

AlogP: 5.59

#Rotatable Bonds: 5

Polar Surface Area: 50.03

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.24

CX LogD: 2.24

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.33

Np Likeness Score: 0.59

References

1. Park KD, Lee JH, Kim SH, Kang TH, Moon JS, Kim SU..  (2006)  Synthesis of 13-(substituted benzyl) berberine and berberrubine derivatives as antifungal agents.,  16  (15): [PMID:16730982] [10.1016/j.bmcl.2006.05.033]

Source

Source(1):

• Scientific Literature