purpureamine I

ID: ALA465039

Chembl Id: CHEMBL465039

Cas Number: 149637-00-3

PubChem CID: 11764681

Max Phase: Preclinical

Molecular Formula: C22H26Br3N3O4

Molecular Weight: 636.18

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Purpuramine-1 | Purpureamine I | purpureamine I|Purpuramine-1|CHEMBL465039|BDBM50599320|NSC793880|NSC-793880|149637-00-3

Canonical SMILES:  CNCCCOc1c(Br)cc(CCNC(=O)/C(Cc2ccc(OC)c(Br)c2)=N/O)cc1Br

Standard InChI:  InChI=1S/C22H26Br3N3O4/c1-26-7-3-9-32-21-17(24)11-15(12-18(21)25)6-8-27-22(29)19(28-30)13-14-4-5-20(31-2)16(23)10-14/h4-5,10-12,26,30H,3,6-9,13H2,1-2H3,(H,27,29)/b28-19+

Standard InChI Key:  QNWJAZMBGXECMI-TURZUDJPSA-N

Alternative Forms

1. Parent:

   

   ALA465039

   PURPUREAMINE I

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

Calculated Properties

Molecular Weight: 636.18

Molecular Weight (Monoisotopic): 632.9473

AlogP: 4.70

#Rotatable Bonds: 12

Polar Surface Area: 92.18

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.16

CX Basic pKa: 10.11

CX LogP: 3.79

CX LogD: 3.07

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.14

Np Likeness Score: 0.26

References

1. Tabudravu JN, Jaspars M..  (2002)  Purealidin S and purpuramine J, bromotyrosine alkaloids from the Fijian marine sponge Druinella sp.,  65  (12): [PMID:12502317] [10.1021/np020275n]

2. Schroeder FC, Kau TR, Silver PA, Clardy J..  (2005)  The psammaplysenes, specific inhibitors of FOXO1a nuclear export.,  68  (4): [PMID:15844952] [10.1021/np049624z]

3. Ragini K, Fromont J, Piggott AM, Karuso P..  (2017)  Enantiodivergence in the Biosynthesis of Bromotyrosine Alkaloids from Sponges?,  80  (1): [PMID:28085276] [10.1021/acs.jnatprod.6b01038]

4. Hendra R, Salib MN, Molinski TF..  (2022)  Spiroisoxazoline Inhibitors of Acetylcholinesterase from Pseudoceratina verrucosa. Quantitative Chiroptical Analysis of Configurational Heterogeneity, and Total Synthesis of (±)-Methyl Purpuroceratate C.,  85  (9.0): [PMID:36095307] [10.1021/acs.jnatprod.2c00595]

Source

Source(1):

• Scientific Literature