SID17510464

ID: ALA1352521

PubChem CID: 3380837

Max Phase: Preclinical

Molecular Formula: C18H12N2O2S

Molecular Weight: 320.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1oc2ccccc2cc1-c1cn(-c2ccccc2)c(S)n1

Standard InChI:  InChI=1S/C18H12N2O2S/c21-17-14(10-12-6-4-5-9-16(12)22-17)15-11-20(18(23)19-15)13-7-2-1-3-8-13/h1-11H,(H,19,23)

Standard InChI Key:  PQLXBUALUZFSAJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   -4.2690    1.2471    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    3.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428    3.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0360    0.4464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8965    1.7739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428    1.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4283    1.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4485    1.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4283    2.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2290    0.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006    1.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    1.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006    2.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3716   -0.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7151    1.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7151    3.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8866   -0.9747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1921   -0.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4296    1.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4296    2.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2222   -1.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5276   -1.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0427   -1.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0
  2  9  1  0
  2 13  1  0
  3  9  2  0
  4  8  1  0
  4 10  1  0
  4 14  1  0
  5  6  1  0
  5  8  2  0
  6  7  1  0
  6 10  2  0
  7  9  1  0
  7 12  2  0
 11 12  1  0
 11 13  1  0
 11 15  2  0
 13 16  2  0
 14 17  2  0
 14 18  1  0
 15 19  1  0
 16 20  1  0
 17 21  1  0
 18 22  2  0
 19 20  2  0
 21 23  2  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1352521

   3-(3-phenyl-2-sulfanylidene-1H-imidazol-5-yl)chromen-2-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: 320.37

Molecular Weight (Monoisotopic): 320.0619

AlogP: 3.93

#Rotatable Bonds: 2

Polar Surface Area: 48.03

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.75

CX Basic pKa: 1.46

CX LogP: 4.38

CX LogD: 4.23

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.45

Np Likeness Score: -0.90

References

1. PubChem BioAssay data set, 

2. La Pietra V, Marinelli L, Cosconati S, Di Leva FS, Nuti E, Santamaria S, Pugliesi I, Morelli M, Casalini F, Rossello A, La Motta C, Taliani S, Visse R, Nagase H, da Settimo F, Novellino E..  (2012)  Identification of novel molecular scaffolds for the design of MMP-13 inhibitors: a first round of lead optimization.,  47  [PMID:22088955] [10.1016/j.ejmech.2011.10.035]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays