Eudistomin U

ID: ALA3309924

Chembl Id: CHEMBL3309924

PubChem CID: 10334023

Max Phase: Preclinical

Molecular Formula: C19H13N3

Molecular Weight: 283.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2c(-c3nccc4c3[nH]c3ccccc34)c[nH]c2c1

Standard InChI:  InChI=1S/C19H13N3/c1-3-7-16-13(6-1)15(11-21-16)18-19-14(9-10-20-18)12-5-2-4-8-17(12)22-19/h1-11,21-22H

Standard InChI Key:  OGIMCDMIYGVEHU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3309924

   1-(1h-Indol-3-yl)-9h-pyrido[3,4-b]indole

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

Calculated Properties

Molecular Weight: 283.33

Molecular Weight (Monoisotopic): 283.1109

AlogP: 4.86

#Rotatable Bonds: 1

Polar Surface Area: 44.47

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.99

CX Basic pKa: 4.28

CX LogP: 4.01

CX LogD: 4.00

Aromatic Rings: 5

Heavy Atoms: 22

QED Weighted: 0.45

Np Likeness Score: 0.24

References

1. Roggero CM, Giulietti JM, Mulcahy SP..  (2014)  Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.,  24  (15): [PMID:24930832] [10.1016/j.bmcl.2014.05.049]

2. Giulietti JM, Tate PM, Cai A, Cho B, Mulcahy SP..  (2016)  DNA-binding studies of the natural β-carboline eudistomin U.,  26  (19): [PMID:27567367] [10.1016/j.bmcl.2016.08.047]

3. Kamboj A, Sihag B, Brar DS, Kaur A, Salunke DB..  (2021)  Structure activity relationship in β-carboline derived anti-malarial agents.,  221  [PMID:34058709] [10.1016/j.ejmech.2021.113536]

4. Aaghaz S, Sharma K, Jain R, Kamal A..  (2021)  β-Carbolines as potential anticancer agents.,  216  [PMID:33684825] [10.1016/j.ejmech.2021.113321]

5. Beato A, Gori A, Boucherle B, Peuchmaur M, Haudecoeur R..  (2021)  β-Carboline as a Privileged Scaffold for Multitarget Strategies in Alzheimer's Disease Therapy.,  64  (3.0): [PMID:33528252] [10.1021/acs.jmedchem.0c01887]

Source

Source(1):

• Scientific Literature