ID: ALA479292

Max Phase: Preclinical

Molecular Formula: C16H12ClNO2

Molecular Weight: 250.28

Molecule Type: Small molecule

Representations

Synonyms (1): Anhydrolycorinium Chloride
Synonyms from Alternative Forms(1):

Canonical SMILES:  [Cl-].c1cc2c3c(c1)c1cc4c(cc1c[n+]3CC2)OCO4

Standard InChI:  InChI=1S/C16H12NO2.ClH/c1-2-10-4-5-17-8-11-6-14-15(19-9-18-14)7-13(11)12(3-1)16(10)17;/h1-3,6-8H,4-5,9H2;1H/q+1;/p-1

Standard InChI Key:  YUKCDVBATKXVAK-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: 250.28

Molecular Weight (Monoisotopic): 250.0863

AlogP: 2.57

#Rotatable Bonds: 0

Polar Surface Area: 22.34

Molecular Species: NEUTRAL

HBA: 2

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: -1.52

CX LogD: -1.52

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.45

Np Likeness Score: 1.28

References

1. Evidente A, Randazzo G, Surico G, Lavermicocca P, Arrigoni O.  (1985)  Degradation of Lycorine by Pseudomonas Species Strain ITM 311,  48  (4): [10.1021/np50040a008]

2. Pettit GR, Gaddamidi V, Goswami A, Cragg GM..  (1984)  Antineoplastic agents, 99. Amaryllis belladonna.,  47  (5): [PMID:6512532] [10.1021/np50035a007]

3. PubChem BioAssay data set, 

4. Zee-Cheng RK, Yan SJ, Cheng CC..  (1978)  Antileukemic activity of ungeremine and related compounds. Preparation of analogues of ungeremine by a practical photochemical reaction.,  21  (2): [PMID:621715] [10.1021/jm00200a011]

5. Nair JJ, Wilhelm A, Bonnet SL, van Staden J..  (2017)  Antibacterial constituents of the plant family Amaryllidaceae.,  27  (22): [PMID:29033234] [10.1016/j.bmcl.2017.09.052]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays