2-(3''-tert-Butyl-5'',9''-dimethyl-7''-oxo-7H-furo[3,2-g][1]benzopyran-6''-yl)-N-(2'-chlorobenzyl)acetamide

Names and Identifiers

Canonical SMILES: Cc1c(CC(=O)NCc2ccccc2Cl)c(=O)oc2c(C)c3occ(C(C)(C)C)c3cc12

Standard InChI: InChI=1S/C26H26ClNO4/c1-14-17-10-19-20(26(3,4)5)13-31-23(19)15(2)24(17)32-25(30)18(14)11-22(29)28-12-16-8-6-7-9-21(16)27/h6-10,13H,11-12H2,1-5H3,(H,28,29)

Standard InChI Key: MQDYWACITIXNAK-UHFFFAOYSA-N

Molfile:

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   25.3450  -23.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3432  -21.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0519  -22.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0553  -22.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7676  -23.2766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4812  -22.8634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4778  -22.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7609  -21.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6370  -22.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6382  -22.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8577  -21.7912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3740  -22.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8557  -23.1196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6064  -21.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1541  -20.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8073  -20.8424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3890  -20.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7564  -20.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1900  -23.2700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1842  -21.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8932  -22.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3436  -24.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8957  -22.8510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5997  -21.6230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3086  -22.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0151  -21.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7239  -22.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4299  -21.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4278  -20.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7139  -20.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0108  -20.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3007  -20.4007    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0
  1  4  2  0
  3  2  2  0
  2 10  1  0
  3  4  1  0
  3  8  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
  8 18  1  0
  6 19  2  0
  7 20  1  0
 20 21  1  0
  1 22  1  0
 21 23  2  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 31 32  1  0
M  END

Alternative Forms

Parent:

ALA2322556
2-{3-Tert-butyl-5,9-dimethyl-7-oxo-7H-furo[3,2-G]chromen-6-YL}-N-[(2-chlorophenyl)methyl]acetamide

Associated Targets(Human)

NFKB1 Tclin Nuclear factor NF-kappa-B p105 subunit (1459 Activities)

Discover Target: NFKB1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 451.95	Molecular Weight (Monoisotopic): 451.1550	AlogP: 5.97	#Rotatable Bonds: 4
Polar Surface Area: 72.45	Molecular Species: NEUTRAL	HBA: 4	HBD: 1
#RO5 Violations: 1	HBA (Lipinski): 5	HBD (Lipinski): 1	#RO5 Violations (Lipinski): 1
CX Acidic pKa: ┄	CX Basic pKa: ┄	CX LogP: 5.57	CX LogD: 5.57
Aromatic Rings: 4	Heavy Atoms: 32	QED Weighted: 0.39	Np Likeness Score: -1.01

References

1. Marzaro G, Guiotto A, Borgatti M, Finotti A, Gambari R, Breveglieri G, Chilin A.. (2013) Psoralen derivatives as inhibitors of NF-κB/DNA interaction: synthesis, molecular modeling, 3D-QSAR, and biological evaluation., 56 (5): [PMID:23414143] [10.1021/jm3009647]

Source

Source(1):

Scientific Literature