alstolucine F

ID: ALA1651104

Chembl Id: CHEMBL1651104

PubChem CID: 10246517

Max Phase: Preclinical

Molecular Formula: C20H22N2O3

Molecular Weight: 338.41

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Alstolucine F | (-)-Alstolucine F|CHEBI:70498|Alstolucine F|CHEMBL1651104|Q27138833|methyl (1R,11S,12R,17S)-12-acetyl-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,9-tetraene-10-carboxylate

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

Standard InChI:  InChI=1S/C20H22N2O3/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/h3-6,12-13,16,21H,7-10H2,1-2H3/t12-,13+,16-,20+/m0/s1

Standard InChI Key:  DHAOEWPYRANXCZ-MAOAEMCLSA-N

Alternative Forms

1. Parent:

   

   ALA1651104

   ALSTOLUCINE F

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: 338.41

Molecular Weight (Monoisotopic): 338.1630

AlogP: 2.09

#Rotatable Bonds: 2

Polar Surface Area: 58.64

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.97

CX Basic pKa: 9.23

CX LogP: 1.16

CX LogD: -0.67

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.84

Np Likeness Score: 1.73

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