N-[4-(7-diethylamino-4-methylcoumarin-3-yl)phenyl]maleimide

ID: ALA3416552

Cas Number: 76877-33-3

PubChem CID: 122042

Product Number: D664157, Order Now?

Max Phase: Preclinical

Molecular Formula: C24H22N2O4

Molecular Weight: 402.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc2c(C)c(-c3ccc(N4C(=O)C=CC4=O)cc3)c(=O)oc2c1

Standard InChI:  InChI=1S/C24H22N2O4/c1-4-25(5-2)18-10-11-19-15(3)23(24(29)30-20(19)14-18)16-6-8-17(9-7-16)26-21(27)12-13-22(26)28/h6-14H,4-5H2,1-3H3

Standard InChI Key:  YGIABALXNBVHBX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -9.3978   -1.9505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8080   -3.7504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6486    1.3517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2928   -2.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8911    1.5017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8890    3.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9270    3.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1937    0.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2310    1.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3416552

   7-Diethylamino-3-(4'-maleimidylphenyl)-4- methylcoumarin

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: 402.45

Molecular Weight (Monoisotopic): 402.1580

AlogP: 4.04

#Rotatable Bonds: 5

Polar Surface Area: 70.83

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.19

CX LogP: 3.84

CX LogD: 3.84

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: -0.60

References

1. Dahlin JL, Nissink JW, Strasser JM, Francis S, Higgins L, Zhou H, Zhang Z, Walters MA..  (2015)  PAINS in the assay: chemical mechanisms of assay interference and promiscuous enzymatic inhibition observed during a sulfhydryl-scavenging HTS.,  58  (5): [PMID:25634295] [10.1021/jm5019093]

2. Jackson PA,Schares HAM,Jones KFM,Widen JC,Dempe DP,Grillet F,Cuellar ME,Walters MA,Harki DA,Brummond KM.  (2020)  Synthesis of Guaianolide Analogues with a Tunable α-Methylene-γ-lactam Electrophile and Correlating Bioactivity with Thiol Reactivity.,  63  (23.0): [PMID:33201697] [10.1021/acs.jmedchem.0c01464]

Source

Source(1):

• Scientific Literature