Trachyspic acid

ID: ALA5175115

Chembl Id: CHEMBL5175115

Cas Number: 512808-12-7

PubChem CID: 11729317

Max Phase: Preclinical

Molecular Formula: C20H28O9

Molecular Weight: 412.44

Names and Identifiers

Canonical SMILES:  CCCCCCCCCC1=CO[C@]2(C[C@H](C(=O)O)[C@@](CC(=O)O)(C(=O)O)O2)C1=O

Standard InChI:  InChI=1S/C20H28O9/c1-2-3-4-5-6-7-8-9-13-12-28-20(16(13)23)10-14(17(24)25)19(29-20,18(26)27)11-15(21)22/h12,14H,2-11H2,1H3,(H,21,22)(H,24,25)(H,26,27)/t14-,19+,20+/m1/s1

Standard InChI Key:  LQLCHKHILFZNKF-UAOJZALGSA-N

Alternative Forms

1. Parent:

   

   ALA5175115

   (+/-)-Trachyspic acid

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 412.44

Molecular Weight (Monoisotopic): 412.1733

AlogP: 2.73

#Rotatable Bonds: 12

Polar Surface Area: 147.43

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.63

CX Basic pKa: ┄

CX LogP: 3.89

CX LogD: -4.05

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.41

Np Likeness Score: 1.27

References

1. Zhang J, Zhang L, Wang J, Ouyang L, Wang Y..  (2022)  Polo-like Kinase 1 Inhibitors in Human Cancer Therapy: Development and Therapeutic Potential.,  65  (15.0): [PMID:35878418] [10.1021/acs.jmedchem.2c00614]

2. Fu K, Bai Z, Chen L, Ye W, Wang M, Hu J, Liu C, Zhou W..  (2020)  Antitumor activity and structure-activity relationship of heparanase inhibitors: Recent advances.,  193  [PMID:32222663] [10.1016/j.ejmech.2020.112221]

3. Jia L, Ma S..  (2016)  Recent advances in the discovery of heparanase inhibitors as anti-cancer agents.,  121  [PMID:27240275] [10.1016/j.ejmech.2016.05.052]

Source

Source(1):

• Scientific Literature