Alizarin Red S

ID: ALA1206015

Cas Number: 27613-78-1

PubChem CID: 8534

Max Phase: Preclinical

Molecular Formula: C14H8O7S

Molecular Weight: 320.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)c2c1cc(S(=O)(=O)O)c(O)c2O

Standard InChI:  InChI=1S/C14H8O7S/c15-11-6-3-1-2-4-7(6)12(16)10-8(11)5-9(22(19,20)21)13(17)14(10)18/h1-5,17-18H,(H,19,20,21)

Standard InChI Key:  JKYKXTRKURYNGW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    5.9958   -4.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250   -5.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1375   -5.9083    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.9958   -5.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2792   -4.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7083   -4.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250   -4.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2792   -5.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5667   -4.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5667   -5.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7083   -5.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8542   -6.3208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5500   -5.1958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2792   -3.4333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2792   -6.7333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7250   -6.6208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7083   -3.4333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1375   -4.2583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8500   -4.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8500   -5.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375   -5.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375   -4.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  7  1  0
  3  2  1  0
  4  1  2  0
  5  1  1  0
  6  1  1  0
  7  6  2  0
  8  4  1  0
  9  5  1  0
 10  9  2  0
 11  4  1  0
 12  3  2  0
 13  3  2  0
 14  5  2  0
 15  8  2  0
 16  3  1  0
 17  6  1  0
 18  7  1  0
 19  9  1  0
 20 10  1  0
 21 22  1  0
 22 19  2  0
 11  2  2  0
 10  8  1  0
 21 20  2  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA1206015

   Alizarin red

2. Parent:

   

   ALA1206015

   ALIZARIN RED

Molecule Features

Natural Product: Yes

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: 320.28

Molecular Weight (Monoisotopic): 319.9991

AlogP: 1.12

#Rotatable Bonds: 1

Polar Surface Area: 128.97

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -2.80

CX Basic pKa: ┄

CX LogP: 2.79

CX LogD: 0.32

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.45

Np Likeness Score: 0.56

References

1. Wang P, Jiang L, Cao Y, Zhang X, Chen B, Zhang S, Huang K, Ye D, Zhou L..  (2018)  Xanthone derivatives as phosphoglycerate mutase 1 inhibitors: Design, synthesis, and biological evaluation.,  26  (8): [PMID:29530347] [10.1016/j.bmc.2018.02.044]

Source

Source(1):

• Scientific Literature