N(4)-demethylalstogustine

ID: ALA1651105

Chembl Id: CHEMBL1651105

PubChem CID: 21589744

Max Phase: Preclinical

Molecular Formula: C20H24N2O3

Molecular Weight: 340.42

Molecule Type: Small molecule

Names and Identifiers

Synonyms: N(4)-Demethylalstogustine | N(4)-Demethylalstogustine|CHEMBL1651105

Canonical SMILES:  COC(=O)C1=C2Nc3ccccc3[C@@]23CCN2C[C@H]([C@@H](C)O)[C@@H]1C[C@H]23

Standard InChI:  InChI=1S/C20H24N2O3/c1-11(23)13-10-22-8-7-20-14-5-3-4-6-15(14)21-18(20)17(19(24)25-2)12(13)9-16(20)22/h3-6,11-13,16,21,23H,7-10H2,1-2H3/t11-,12+,13-,16+,20-/m1/s1

Standard InChI Key:  DWLJVOJBWLYMJO-VLXZENBVSA-N

Alternative Forms

1. Parent:

   

   ALA1651105

   N(4)-Demethylalstogustine

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

Calculated Properties

Molecular Weight: 340.42

Molecular Weight (Monoisotopic): 340.1787

AlogP: 1.88

#Rotatable Bonds: 2

Polar Surface Area: 61.80

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.95

CX Basic pKa: 9.89

CX LogP: 0.84

CX LogD: -1.62

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.81

Np Likeness Score: 1.97

References

1. Tan SJ, Low YY, Choo YM, Abdullah Z, Etoh T, Hayashi M, Komiyama K, Kam TS..  (2010)  Strychnan and secoangustilobine A type alkaloids from Alstonia spatulata. Revision of the C-20 configuration of scholaricine.,  73  (11): [PMID:21043460] [10.1021/np100552b]

2. Teijaro CN, Munagala S, Zhao S, Sirasani G, Kokkonda P, Malofeeva EV, Hopper-Borge E, Andrade RB..  (2014)  Synthesis and biological evaluation of pentacyclic strychnos alkaloids as selective modulators of the ABCC10 (MRP7) efflux pump.,  57  (24): [PMID:25419978] [10.1021/jm501189p]

Source

Source(1):

• Scientific Literature