1-((3aR,5aR,10bR,12bR)-3a-Ethyl-7-methoxy-2,3,3a,5,5a,11,12,12b-octahydro-1H,4H-6,12a-diaza-indeno[7,1-cd]fluoren-6-yl)-ethanone

ID: ALA519457

Chembl Id: CHEMBL519457

Cas Number: 1935-07-5

PubChem CID: 227613

Max Phase: Preclinical

Molecular Formula: C22H30N2O2

Molecular Weight: 354.49

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Aspidospermine | ASPIDOSPERMINE|Aspidospermin|(-)-Aspidospermine|466-49-9|1-Acetyl-17-methoxyaspidospermidine|CHEMBL519457|CHEBI:28463|NSC61811|NSC-19508|NSC-61811|U1475W62Q5|Aspidospermidine, 1-acetyl-17-methoxy-|Vincaminorine|WLN: T C6 B5665 2AB S BX IN QN JH&&TTTJ GO1 IV1 M2|UNII-U1475W62Q5|EINECS 207-376-7|NSC 19508|BRN 0048882|ASPIDOSPERMINE [MI]|TimTec1_000915|5-23-12-00210 (Beilstein Handbook Reference)|SCHEMBL918176|Vincaminorein (Aspidospermine)|DTXSID70196883|1-[ethyl(methoxy)[?]yl]ethShow More⌵

Canonical SMILES:  CC[C@@]12CCCN3CC[C@]4(c5cccc(OC)c5N(C(C)=O)[C@@H]4CC1)[C@H]32

Standard InChI:  InChI=1S/C22H30N2O2/c1-4-21-10-6-13-23-14-12-22(20(21)23)16-7-5-8-17(26-3)19(16)24(15(2)25)18(22)9-11-21/h5,7-8,18,20H,4,6,9-14H2,1-3H3/t18-,20-,21-,22-/m1/s1

Standard InChI Key:  ARQOGCYMPUOVHK-ZHHKINOHSA-N

Alternative Forms

1. Parent:

   

   ALA519457

   ASPIDOSPERMINE

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: 354.49

Molecular Weight (Monoisotopic): 354.2307

AlogP: 3.73

#Rotatable Bonds: 2

Polar Surface Area: 32.78

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.86

CX LogP: 2.78

CX LogD: 0.36

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.81

Np Likeness Score: 1.71

References

1. Galarreta BC, Sifuentes R, Carrillo AK, Sanchez L, Amado Mdel R, Maruenda H..  (2008)  The use of natural product scaffolds as leads in the search for trypanothione reductase inhibitors.,  16  (14): [PMID:18558492] [10.1016/j.bmc.2008.05.074]

2. Tan GT, Pezzuto JM, Kinghorn AD, Hughes SH..  (1991)  Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase.,  54  (1): [PMID:1710653] [10.1021/np50073a012]

3. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays