ID: ALA2316916

Max Phase: Preclinical

Molecular Formula: C23H24Br3N3O3

Molecular Weight: 630.17

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  COc1ccc(Cc2nc(-c3cc(Br)c(OCCCN(C)C)c(Br)c3)c[nH]c2=O)cc1Br

Standard InChI:  InChI=1S/C23H24Br3N3O3/c1-29(2)7-4-8-32-22-17(25)11-15(12-18(22)26)20-13-27-23(30)19(28-20)10-14-5-6-21(31-3)16(24)9-14/h5-6,9,11-13H,4,7-8,10H2,1-3H3,(H,27,30)

Standard InChI Key:  LELRYAYWJCSVAA-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: 630.17

Molecular Weight (Monoisotopic): 626.9368

AlogP: 5.65

#Rotatable Bonds: 9

Polar Surface Area: 67.45

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.82

CX Basic pKa: 9.24

CX LogP: 4.75

CX LogD: 3.02

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.31

Np Likeness Score: -0.41

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]

3. Yin B, Fang DM, Zhou XL, Gao F..  (2019)  Natural products as important tyrosine kinase inhibitors.,  182  [PMID:31494475] [10.1016/j.ejmech.2019.111664]

Source

Source(1):

• Scientific Literature