ID: ALA2314742

Max Phase: Preclinical

Molecular Formula: C25H29NO9

Molecular Weight: 487.51

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc2c(c1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)CN1CCc3cc4c(cc3[C@H]1C2)OCO4

Standard InChI:  InChI=1S/C25H29NO9/c1-31-17-3-2-12-6-16-14-8-19-18(32-11-33-19)7-13(14)4-5-26(16)9-15(12)24(17)35-25-23(30)22(29)21(28)20(10-27)34-25/h2-3,7-8,16,20-23,25,27-30H,4-6,9-11H2,1H3/t16-,20-,21-,22+,23-,25+/m1/s1

Standard InChI Key:  OCHYIOQLUNYHOD-YWXKLJOMSA-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: 487.51

Molecular Weight (Monoisotopic): 487.1842

AlogP: 0.26

#Rotatable Bonds: 4

Polar Surface Area: 130.31

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.20

CX Basic pKa: 5.13

CX LogP: 0.67

CX LogD: 0.67

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.48

Np Likeness Score: 1.66

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