ID: ALA2022536

Max Phase: Preclinical

Molecular Formula: C13H18Br2N2O6S

Molecular Weight: 490.17

Molecule Type: Small molecule

Representations

Synonyms (1): Ianthellamide A
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(=O)NCCCO[C@@H](CN)c1cc(Br)c(OS(=O)(=O)O)c(Br)c1

Standard InChI:  InChI=1S/C13H18Br2N2O6S/c1-8(18)17-3-2-4-22-12(7-16)9-5-10(14)13(11(15)6-9)23-24(19,20)21/h5-6,12H,2-4,7,16H2,1H3,(H,17,18)(H,19,20,21)/t12-/m0/s1

Standard InChI Key:  LUKTVGRPGJKVIG-LBPRGKRZSA-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: 490.17

Molecular Weight (Monoisotopic): 487.9252

AlogP: 1.94

#Rotatable Bonds: 9

Polar Surface Area: 127.95

Molecular Species: ZWITTERION

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: -2.69

CX Basic pKa: 8.99

CX LogP: -0.06

CX LogD: -0.07

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.36

Np Likeness Score: 0.27

References

1. Feng Y, Bowden BF, Kapoor V..  (2012)  Ianthellamide A, a selective kynurenine-3-hydroxylase inhibitor from the Australian marine sponge Ianthella quadrangulata.,  22  (10): [PMID:22525315] [10.1016/j.bmcl.2012.04.002]

Source

Source(1):

• Scientific Literature