SID99356200

ID: ALA1988648

PubChem CID: 283138

Max Phase: Preclinical

Molecular Formula: C16H12O6

Molecular Weight: 300.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1OC2CC(=O)OC2C2=C1C(=O)c1c(O)cccc1C2=O

Standard InChI:  InChI=1S/C16H12O6/c1-6-11-13(16-9(21-6)5-10(18)22-16)14(19)7-3-2-4-8(17)12(7)15(11)20/h2-4,6,9,16-17H,5H2,1H3

Standard InChI Key:  XUWPJKDMEZSVTP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   -1.3762   -1.1243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4772    0.9886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0429    1.4899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0411   -1.6555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4031   -1.2233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8946    1.3788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2638    0.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0142   -0.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0696    0.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2924    0.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7916   -0.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3478   -0.2599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0982    0.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6258   -0.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5704   -1.3014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1536   -0.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3771    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2853    0.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6544    1.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7098    0.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3209   -2.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4602    0.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0
  1 15  1  0
  2  9  1  0
  2 18  1  0
  3 10  2  0
  4 11  2  0
  5 16  1  0
  6 18  2  0
  7  8  2  0
  7  9  1  0
  7 10  1  0
  8 11  1  0
  8 15  1  0
  9 14  1  0
 10 13  1  0
 11 12  1  0
 12 13  1  0
 12 16  2  0
 13 19  2  0
 14 17  1  0
 15 21  1  0
 16 20  1  0
 17 18  1  0
 19 22  1  0
 20 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1988648

   Antibiotic U-19,718

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: 300.27

Molecular Weight (Monoisotopic): 300.0634

AlogP: 1.17

#Rotatable Bonds: ┄

Polar Surface Area: 89.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.21

CX Basic pKa: ┄

CX LogP: 1.46

CX LogD: 1.40

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.72

Np Likeness Score: 1.72

References

1. PubChem BioAssay data set, 

2. Hu Y,Wang L,Han X,Zhou Y,Zhang T,Wang L,Hong T,Zhang W,Guo XX,Sun J,Qi Y,Yu J,Liu H,Wu F.  (2019)  Discovery of a Bioactive Inhibitor with a New Scaffold for Cystathionine γ-Lyase.,  62  (3): [PMID:30562026] [10.1021/acs.jmedchem.8b01720]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays