4-hydroxy-3-(1-(4-iodophenyl)-3-oxobutyl)-2H-chromen-2-one

ID: ALA4554026

Cas Number: 5543-62-4

PubChem CID: 54678499

Max Phase: Preclinical

Molecular Formula: C19H15IO4

Molecular Weight: 434.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)CC(c1ccc(I)cc1)c1c(O)c2ccccc2oc1=O

Standard InChI:  InChI=1S/C19H15IO4/c1-11(21)10-15(12-6-8-13(20)9-7-12)17-18(22)14-4-2-3-5-16(14)24-19(17)23/h2-9,15,22H,10H2,1H3

Standard InChI Key:  PFHMVMIFNQXMFI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   12.3184   -4.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3172   -5.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0253   -5.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0235   -4.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7321   -4.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7309   -5.2373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4371   -5.6463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1490   -5.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1502   -4.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4394   -4.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8556   -5.6498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4395   -3.1878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8589   -4.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5656   -4.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8608   -3.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5717   -2.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5740   -1.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8668   -1.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1557   -1.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1569   -2.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8677   -0.7447    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   17.2743   -4.0152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9810   -4.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2763   -3.1980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  8 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 14 22  1  0
 22 23  1  0
 22 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554026

   3-(alpha-Acetonyl-p-iodobenzyl)-4-hydroxycoumarin

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 434.23

Molecular Weight (Monoisotopic): 434.0015

AlogP: 4.21

#Rotatable Bonds: 4

Polar Surface Area: 67.51

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.09

CX Basic pKa: ┄

CX LogP: 3.67

CX LogD: 1.48

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.49

Np Likeness Score: 0.02

References

1. Dalvit C, Vulpetti A..  (2019)  Ligand-Based Fluorine NMR Screening: Principles and Applications in Drug Discovery Projects.,  62  (5): [PMID:30295487] [10.1021/acs.jmedchem.8b01210]

Source

Source(1):

• Scientific Literature