(+)-1R-7-bromotrypargine

ID: ALA1822000

Chembl Id: CHEMBL1822000

PubChem CID: 45140078

Max Phase: Preclinical

Molecular Formula: C15H20BrN5

Molecular Weight: 350.26

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (+)-7-Bromotrypargine | (+)-7-Bromotrypargine|CHEMBL1822000

Canonical SMILES:  N=C(N)NCCC[C@H]1NCCc2c1[nH]c1cc(Br)ccc21

Standard InChI:  InChI=1S/C15H20BrN5/c16-9-3-4-10-11-5-7-19-12(2-1-6-20-15(17)18)14(11)21-13(10)8-9/h3-4,8,12,19,21H,1-2,5-7H2,(H4,17,18,20)/t12-/m1/s1

Standard InChI Key:  FDYSADFFUCUKDQ-GFCCVEGCSA-N

Alternative Forms

1. Parent:

   

   ALA1822000

   (+)-7-Bromotrypargine

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: 350.26

Molecular Weight (Monoisotopic): 349.0902

AlogP: 2.38

#Rotatable Bonds: 4

Polar Surface Area: 89.72

Molecular Species: BASE

HBA: 2

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 12.12

CX LogP: 1.87

CX LogD: -2.36

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.33

Np Likeness Score: 0.70

References

1. Chan ST, Pearce AN, Page MJ, Kaiser M, Copp BR..  (2011)  Antimalarial β-carbolines from the New Zealand ascidian Pseudodistoma opacum.,  74  (9): [PMID:21846091] [10.1021/np200509g]

2. Camp D, Davis RA, Campitelli M, Ebdon J, Quinn RJ..  (2012)  Drug-like properties: guiding principles for the design of natural product libraries.,  75  (1): [PMID:22204643] [10.1021/np200687v]

3. Wang J, Pearce AN, Chan ST, Taylor RB, Page MJ, Valentin A, Bourguet-Kondracki ML, Dalton JP, Wiles S, Copp BR..  (2016)  Biologically Active Acetylenic Amino Alcohol and N-Hydroxylated 1,2,3,4-Tetrahydro-β-carboline Constituents of the New Zealand Ascidian Pseudodistoma opacum.,  79  (3): [PMID:26670413] [10.1021/acs.jnatprod.5b00770]

4. Dai J, Dan W, Schneider U, Wang J..  (2018)  β-Carboline alkaloid monomers and dimers: Occurrence, structural diversity, and biological activities.,  157  [PMID:30125723] [10.1016/j.ejmech.2018.08.027]

Source

Source(1):

• Scientific Literature