8-Hydroxy-3-methylbenz[a]anthraquinone

ID: ALA4866414

PubChem CID: 91801307

Max Phase: Preclinical

Molecular Formula: C19H12O3

Molecular Weight: 288.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2c3c(ccc2c1)C(=O)c1c(O)cccc1C3=O

Standard InChI:  InChI=1S/C19H12O3/c1-10-5-7-12-11(9-10)6-8-14-16(12)18(21)13-3-2-4-15(20)17(13)19(14)22/h2-9,20H,1H3

Standard InChI Key:  HKLFAVKJKXFROJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    1.8891  -10.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8880  -10.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6024  -11.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6007   -9.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3157  -10.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3164  -10.8588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0313  -11.2696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0257   -9.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7412  -10.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7448  -10.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4635  -11.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1791  -10.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4522   -9.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1701  -10.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8801   -9.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8736   -8.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1510   -8.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4438   -8.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5836   -8.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0335  -12.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0213   -8.7940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6043  -12.1002    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
  6  7  1  0
  7 10  1  0
  9  8  1  0
  8  5  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 14  1  0
 13  9  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 13  2  0
 16 19  1  0
  7 20  2  0
  8 21  2  0
  3 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4866414

   8-Hydroxy-3-methyltetraphene-7,12-dione

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: 288.30

Molecular Weight (Monoisotopic): 288.0786

AlogP: 3.63

#Rotatable Bonds: ┄

Polar Surface Area: 54.37

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.22

CX Basic pKa: ┄

CX LogP: 4.77

CX LogD: 4.71

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.54

Np Likeness Score: 0.59

References

1. Saepua S, Kornsakulkarn J, Choowong W, Suriyachadkun C, Boonlarppradab C, Thongpanchang C..  (2021)  Antimicrobial and Cytotoxic Angucyclic Quinones from Actinomadura miaoliensis.,  84  (11.0): [PMID:34748348] [10.1021/acs.jnatprod.1c00232]

Source

Source(1):

• Scientific Literature