3,10-Dihydroxychromeno[3,4-b]indol-6(7H)-one

ID: ALA1946917

Chembl Id: CHEMBL1946917

PubChem CID: 57381341

Max Phase: Preclinical

Molecular Formula: C15H9NO4

Molecular Weight: 267.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1oc2cc(O)ccc2c2c1[nH]c1ccc(O)cc12

Standard InChI:  InChI=1S/C15H9NO4/c17-7-2-4-11-10(5-7)13-9-3-1-8(18)6-12(9)20-15(19)14(13)16-11/h1-6,16-18H

Standard InChI Key:  AJTBUWMKUOLMNM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1946917

   3,10-dihydroxy-7H-chromeno[3,4-b]indol-6-one

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

Calculated Properties

Molecular Weight: 267.24

Molecular Weight (Monoisotopic): 267.0532

AlogP: 2.84

#Rotatable Bonds: ┄

Polar Surface Area: 86.46

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.58

CX Basic pKa: ┄

CX LogP: 2.34

CX LogD: 2.12

Aromatic Rings: 4

Heavy Atoms: 20

QED Weighted: 0.43

Np Likeness Score: 0.73

References

1. Neagoie C, Vedrenne E, Buron F, Mérour JY, Rosca S, Bourg S, Lozach O, Meijer L, Baldeyrou B, Lansiaux A, Routier S..  (2012)  Synthesis of chromeno[3,4-b]indoles as Lamellarin D analogues: a novel DYRK1A inhibitor class.,  49  [PMID:22305342] [10.1016/j.ejmech.2012.01.040]

2. Tang J, Xie Y, Huang J, Zhang L, Jiang W, Li Z, Bian J..  (2022)  A critical update on the strategies towards small molecule inhibitors targeting Serine/arginine-rich (SR) proteins and Serine/arginine-rich proteins related kinases in alternative splicing.,  70  [PMID:35863237] [10.1016/j.bmc.2022.116921]

3. Salehian F, Nadri H, Jalili-Baleh L, Youseftabar-Miri L, Abbas Bukhari SN, Foroumadi A, Tüylü Küçükkilinç T, Sharifzadeh M, Khoobi M..  (2021)  A review: Biologically active 3,4-heterocycle-fused coumarins.,  212  [PMID:33276991] [10.1016/j.ejmech.2020.113034]

Source

Source(1):

• Scientific Literature