ID: ALA36496

Max Phase: Preclinical

Molecular Formula: C18H19NO2

Molecular Weight: 281.36

Molecule Type: Small molecule

Representations

Synonyms (1): Nornuciferine
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1cc2c3c(c1OC)-c1ccccc1CC3NCC2

Standard InChI:  InChI=1S/C18H19NO2/c1-20-15-10-12-7-8-19-14-9-11-5-3-4-6-13(11)17(16(12)14)18(15)21-2/h3-6,10,14,19H,7-9H2,1-2H3

Standard InChI Key:  QQKAHDMMPBQDAC-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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: 281.36

Molecular Weight (Monoisotopic): 281.1416

AlogP: 3.11

#Rotatable Bonds: 2

Polar Surface Area: 30.49

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.23

CX LogP: 3.00

CX LogD: 1.19

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.92

Np Likeness Score: 1.43

References

1. Miski M, Xing Shen, Cooper R, Gillum AM, Fisher DK, Miller RW, Higgins TJ.  (1995)  Aporphine alkaloids, CD45 protein tyrosine phosphatase inhibitors, from Rollinia ulei,  5  (14): [10.1016/0960-894X(95)00250-W]

2. Costa EV, Pinheiro ML, Barison A, Campos FR, Salvador MJ, Maia BH, Cabral EC, Eberlin MN..  (2010)  Alkaloids from the bark of Guatteria hispida and their evaluation as antioxidant and antimicrobial agents.,  73  (6): [PMID:20476748] [10.1021/np100013r]

3. Ahn J, Chae HS, Chin YW, Kim J..  (2017)  Alkaloids from aerial parts of Houttuynia cordata and their anti-inflammatory activity.,  27  (12): [PMID:28499733] [10.1016/j.bmcl.2017.04.072]

Source

Source(1):

• Scientific Literature