ID: ALA2314747

Max Phase: Preclinical

Molecular Formula: C19H21NO4

Molecular Weight: 327.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc2c(c1OC)CN1CCc3cc(O)c(O)cc3C1C2

Standard InChI:  InChI=1S/C19H21NO4/c1-23-18-4-3-11-7-15-13-9-17(22)16(21)8-12(13)5-6-20(15)10-14(11)19(18)24-2/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3

Standard InChI Key:  HNESGTKRCNCDKX-UHFFFAOYSA-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: 327.38

Molecular Weight (Monoisotopic): 327.1471

AlogP: 2.77

#Rotatable Bonds: 2

Polar Surface Area: 62.16

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.40

CX Basic pKa: 5.11

CX LogP: 2.86

CX LogD: 2.85

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.83

Np Likeness Score: 1.23

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