9-(3-Bromophenyl)-4-(2-hydroxyethyl)-6-methoxy-4,9-dihydrofuro[3,4-b]quinolin-1(3H)-one

ID: ALA3338372

Chembl Id: CHEMBL3338372

PubChem CID: 118715245

Max Phase: Preclinical

Molecular Formula: C20H18BrNO4

Molecular Weight: 416.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)N(CCO)C1=C(C(=O)OC1)C2c1cccc(Br)c1

Standard InChI:  InChI=1S/C20H18BrNO4/c1-25-14-5-6-15-16(10-14)22(7-8-23)17-11-26-20(24)19(17)18(15)12-3-2-4-13(21)9-12/h2-6,9-10,18,23H,7-8,11H2,1H3

Standard InChI Key:  KWTPYZVIVMRWIC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3338372

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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: 416.27

Molecular Weight (Monoisotopic): 415.0419

AlogP: 3.21

#Rotatable Bonds: 4

Polar Surface Area: 59.00

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.21

CX Basic pKa: ┄

CX LogP: 3.28

CX LogD: 3.28

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.78

Np Likeness Score: -0.23

References

1. Andreoli M, Persico M, Kumar A, Orteca N, Kumar V, Pepe A, Mahalingam S, Alegria AE, Petrella L, Sevciunaite L, Camperchioli A, Mariani M, Di Dato A, Novellino E, Scambia G, Malhotra SV, Ferlini C, Fattorusso C..  (2014)  Identification of the first inhibitor of the GBP1:PIM1 interaction. Implications for the development of a new class of anticancer agents against paclitaxel resistant cancer cells.,  57  (19): [PMID:25211704] [10.1021/jm5009902]

Source

Source(1):

• Scientific Literature