2,7-dihydroxy-4-methyl-5-(thiophene-2-carbonyl)cyclohepta-2,4,6-trien-1-one

ID: ALA4518982

PubChem CID: 137253751

Max Phase: Preclinical

Molecular Formula: C13H10O4S

Molecular Weight: 262.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(O)c(=O)c(O)cc1C(=O)c1cccs1

Standard InChI:  InChI=1S/C13H10O4S/c1-7-5-9(14)13(17)10(15)6-8(7)12(16)11-3-2-4-18-11/h2-6H,1H3,(H2,14,15,17)

Standard InChI Key:  OJWXHQASZVBEIO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   23.7152  -18.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4569  -17.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1954  -18.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3720  -18.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8547  -19.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0325  -19.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5202  -18.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6676  -20.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2017  -20.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7304  -20.9439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0118  -20.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4332  -21.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2253  -20.8472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2956  -20.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5470  -19.7201    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.8425  -17.5851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4664  -16.9055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0784  -17.5485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  6  5  2  0
  7  6  1  0
  1  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  1  0
  3 16  1  0
  2 17  2  0
  1 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4518982

   ---

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: 262.29

Molecular Weight (Monoisotopic): 262.0300

AlogP: 2.06

#Rotatable Bonds: 2

Polar Surface Area: 74.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.09

CX Basic pKa: ┄

CX LogP: 2.19

CX LogD: 2.18

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.81

Np Likeness Score: -0.66

References

1. Berkowitz AJ, Franson AD, Gazquez Cassals A, Donald KA, Yu AJ, Garimallaprabhakaran AK, Morrison LA, Murelli RP..  (2019)  Importance of lipophilicity for potent anti-herpes simplex virus-1 activity of α-hydroxytropolones.,  10  (7): [PMID:31391890] [10.1039/C9MD00225A]

Source

Source(1):

• Scientific Literature