ID: ALA2316914

Max Phase: Preclinical

Molecular Formula: C22H22Br3N3O3

Molecular Weight: 616.15

Molecule Type: Small molecule

Representations

Synonyms (1): Ma'edamine B
Synonyms from Alternative Forms(1):

Canonical SMILES:  CNCCCOc1c(Br)cc(-c2c[nH]c(=O)c(Cc3ccc(OC)c(Br)c3)n2)cc1Br

Standard InChI:  InChI=1S/C22H22Br3N3O3/c1-26-6-3-7-31-21-16(24)10-14(11-17(21)25)19-12-27-22(29)18(28-19)9-13-4-5-20(30-2)15(23)8-13/h4-5,8,10-12,26H,3,6-7,9H2,1-2H3,(H,27,29)

Standard InChI Key:  NDGJXFQQCGZNIA-UHFFFAOYSA-N

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

Properties

Molecular Weight: 616.15

Molecular Weight (Monoisotopic): 612.9211

AlogP: 5.31

#Rotatable Bonds: 9

Polar Surface Area: 76.24

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.89

CX Basic pKa: 10.03

CX LogP: 4.09

CX LogD: 1.90

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.32

Np Likeness Score: -0.19

References

1. Saha S, Venkata Ramana Reddy Ch, Chiranjeevi T, Addepally U, Chinta Rao TS, Patro B..  (2013)  The first total synthesis and biological evaluation of marine natural products ma'edamines A and B.,  23  (4): [PMID:23305918] [10.1016/j.bmcl.2012.12.033]

2. Saha S, Reddy ChV, Xu S, Sankar S, Neamati N, Patro B..  (2013)  Synthesis and SAR studies of marine natural products ma'edamines A, B and their analogues.,  23  (18): [PMID:23927972] [10.1016/j.bmcl.2013.07.017]

Source

Source(1):

• Scientific Literature