ID: ALA1095259

Max Phase: Preclinical

Molecular Formula: C13H16Br2N6O5S

Molecular Weight: 528.18

Molecule Type: Small molecule

Representations

Canonical SMILES:  N=C1N=C(NCCS(=O)(=O)O)/C(=C/C(O)CNC(=O)c2cc(Br)c(Br)[nH]2)N1

Standard InChI:  InChI=1S/C13H16Br2N6O5S/c14-7-4-9(19-10(7)15)12(23)18-5-6(22)3-8-11(21-13(16)20-8)17-1-2-27(24,25)26/h3-4,6,19,22H,1-2,5H2,(H,18,23)(H,24,25,26)(H3,16,17,20,21)/b8-3-

Standard InChI Key:  HXXOFJVFKMAZGM-BAQGIRSFSA-N

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

Properties

Molecular Weight: 528.18

Molecular Weight (Monoisotopic): 525.9270

AlogP: -0.07

#Rotatable Bonds: 7

Polar Surface Area: 179.76

Molecular Species: ZWITTERION

HBA: 6

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -0.80

CX Basic pKa: 12.81

CX LogP: -1.93

CX LogD: -1.93

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.24

Np Likeness Score: 0.97

References

1. Tilvi S, Moriou C, Martin MT, Gallard JF, Sorres J, Patel K, Petek S, Debitus C, Ermolenko L, Al-Mourabit A..  (2010)  Agelastatin E, agelastatin F, and benzosceptrin C from the marine sponge Agelas dendromorpha.,  73  (4): [PMID:20166736] [10.1021/np900539j]

2. 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]

3. Mahamed S, Motal R, Govender T, Dlamini N, Khuboni K, Hadeb Z, Shaik BB, Moodley K, Balaso Mohite S, Karpoormath R..  (2023)  A concise review on marine bromopyrrole alkaloids as anticancer agents.,  80  [PMID:36496202] [10.1016/j.bmcl.2022.129102]

Source

Source(1):

• Scientific Literature