ID: ALA2314740

Max Phase: Preclinical

Molecular Formula: C31H29NO8

Molecular Weight: 543.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(/C=C/C(=O)Oc2c(OC)ccc3c2CN2CCc4cc5c(cc4C2C3)OCO5)ccc1OC(C)=O

Standard InChI:  InChI=1S/C31H29NO8/c1-18(33)39-25-7-4-19(12-27(25)36-3)5-9-30(34)40-31-23-16-32-11-10-21-14-28-29(38-17-37-28)15-22(21)24(32)13-20(23)6-8-26(31)35-2/h4-9,12,14-15,24H,10-11,13,16-17H2,1-3H3/b9-5+

Standard InChI Key:  YGVKBBMLEFBXOS-WEVVVXLNSA-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: 543.57

Molecular Weight (Monoisotopic): 543.1893

AlogP: 4.63

#Rotatable Bonds: 6

Polar Surface Area: 92.76

Molecular Species: NEUTRAL

HBA: 9

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 5.29

CX LogP: 4.89

CX LogD: 4.89

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.25

Np Likeness Score: 0.86

References

1. Ge HX, Zhang J, Chen L, Kou JP, Yu BY..  (2013)  Chemical and microbial semi-synthesis of tetrahydroprotoberberines as inhibitors on tissue factor procoagulant activity.,  21  (1): [PMID:23199480] [10.1016/j.bmc.2012.11.002]

2. Ge H, Zhang Y, Yang Z, Qiang K, Chen C, Sun L, Chen M, Zhang J..  (2019)  Chemical synthesis, microbial transformation and biological evaluation of tetrahydroprotoberberines as dopamine D1/D2 receptor ligands.,  27  (10): [PMID:30981605] [10.1016/j.bmc.2019.04.014]

Source

Source(1):

• Scientific Literature